The compound produced by the process are known as herbicides and plant growth regulators. 2- (Substituted benzoyl)-1,3-cyclohexanediones are known as herbicides from, for example, US Patent No. 4,780,127, US Patent No. 4,806,146, US Patent No. 4,946,981, US Patent No. 5,006,158, WO 9408988 and WO 9404524. Cyclopropylcarbonyl- cyclohexanediones are known as plant growth regulators from, for example, EP126713.

One method of producing these compound is by re-arrangement ouf an enol ester. This method is described in US Patent No. 4,695,673. This process provides a means to obtain the desired compound but the process also requires the use of a cyanide source as a catalyst.

In WO 9622957 it was shown that in certain solvents the rearrangement of a cyclohexanedione enol ester would proceed in the absence of a cyanide catalyst. However the rections proceeded much more slowly and produced a lower yield. There is therefore a continuing need for a rearrangement process which produces acceptable yields but which does not use a cyanide catalyst. It has surprisingly been found that azoles may be used in a cyanide-free rearrangement process.

According to the present invention there is provided a process for preparing a compound of Formula (I) where Q completes an optionally substituted 5-or 6-member saturated carbocyclic ring and R is optionally substituted phenyl or optionally substituted C3-C6 cycloalkyl which process comprises the rearrangement of a compound of Formula (II)

where Q and R are as defined in relation to Formula (I) in a polar aprotic, dipolar aprotic or aromatic hydrocarbon solvent in the presence of a moderate base and an azole.

The compound of formula (I) may exist as one or more of the structural formulae shown below because of tautomerism.

The values of Q and R are as defined above.

The term"azole"refers to a five membered nitrogen-containing ring which is optionally substituted and which may be fused to other rings.

Optional substituents for the carbocyclic ring formed by Q include C, 4 alkyl, C14 haloalkyl, C, -4 alkoxy, C2-5 alkylene (in which case the compound have a spiro structure) COOH,COOC1-4alkyl,phenyl,halophenyl,C1-4haloalkylphenyl,phen oxyCOC1-4alkyl, halophenoxy, C14 haloalkylphenoxy, or heterocyclic groups such as pyridyl or pyrimidinyl.

Optional substituents for the phenyl and cycloalkyl rings R include halogen, cyano, alkyl,C1-4haloalkyl,C1-4alkoxy,phenoxy,halogensubstitutedphe noxy,C1-4NO2,C1-4 haloalkyl substituted phenoxy, RbS(O)n Om in which m is 0 or 1, n is 0,1 or 2 and Rb is C14 alkyl, C1-4 haloalkyl, phenyl or benzyl, NHCORc in which Rc is C1-4 alkyl, NRdRe in which Rd <BR> <BR> <BR> <BR> and Re independently are hydrogen or C1-4 alkyl ; RC (O)- in which Rfis hydrogen, C1-4 alkyl, orC1-4alkoxy;SO2NRgRhinwhichRgandRhindependentlyarehydrogeno rC1-4haloalkyl C, -4 alkyl ; or any two adjacent substituents together with the carbon atoms to which they are attache form a 5 or 6 membered heterocyclic ring containing up to three heteroatoms selected from O, N or S and which may be optionally substituted by C, -4 alkyl, C, 4 haloalkyl, =NOC1-4alkylorhalogen.C1-4alkoxy, As used herein the term"alkyl", refers to straight or branche chains. The term "haloalkyl"refers to an alkyl group substituted by at least one halogen. Similarly the term "haloalkoxy"refers to an alkoxy group substituted by at least one halogen. As used herein the term"halogen"refers to fluorine, chlorine, bromine and iodine.

As used herein the term"aryl"refers to aromatic carbocyclic ring systems such as phenyl or naphthyl, especially phenyl.

A preferred carbocyclic ring formed by Q is an optionally substituted cyclohexanedione.

One class of compound of formula (I) is cyclohexanediones of formula (IA) in which R1, R4,R5andR6areindependentlyhydrogenorC1-6alkyl;R7ishydrogen,R 3, halogen, cyano, NO2, C1-4 alkyl, C1-4 haloalkyl, C, -4 alkoxy or RaS in which Ra is C,;

R8, R9 and R10 independently are hydrogen, halogen, C1-4 alkyl, C1-4 alkoxy, C, 4 haloalkyl, C14 haloalkoxy, CN, NO2, phenoxy, phenoxy, halophenoxy or C1-4 haloalkylphenoxy ; RbS (O) n Om in which m is 0 or 1, n is 0,1 or 2 and Rb is C1-4 alkyl, C1-4 haloalkyl, phenyl or benzyl, NHCORc in which Rc is C, 4 alkyl, NRdRe in which Rd and Re independently are hydrogen or C14 alkyl; RfC (O)-in which Rf is hydrogen, C, 4 alkyl, C, 4 haloalkyl or C, 4 alkoxy; SO2NRgRh in which Rg and Rh independently are hydrogen or C1-4 alkyl; or any two of R8, R9 and R10 together with the carbon atoms to which they are attache form a 5 or 6 membered heterocyclic ring containing up to three heteroatoms selected from O, N or S and which may be optionally substituted by C1-4 alkyl, C, 4 haloalkyl, C1-4 alkoxy, =NOC1-4 alkyl or halogen which are prepared from compound of formula (IIA) where R', R2, R3, R4, R5, R6, R7, R8, R9 and R10 are as defined in relation to Formula (IA).

A preferred group of compound of Formula (IA) are those where R', R2, R3, R4, RS <BR> <BR> <BR> <BR> and R6 are independently hydrogen or C1-6 alkyl ; R7 is halogen, cyano, NO2, C, 4 alkyl, C, 4 haloalkyl, C, -4 alkoxy or RaS in which Ra is C1-4 alkyl ; R8, R9 and R'° independently are hydrogen, halogen, C, 4 alkyl, C, -4 alkoxy, C1-4 haloalkyl, C1-4 haloalkoxy, CN, NO2, phenoxy or substituted phenoxy; RbS (O) n Om in which in is 0 or 1, n is 0,1 or 2 and Rb is C1-4 alkyl, phenylorbenzyl,NHCORcinwhichRcisC1-4alkyl,NRdReinwhichRdandC 1-4haloalkyl, <BR> <BR> <BR> <BR> Re independently are hydrogen or C1-4 alkyl ; RC (O)- in which Rf is hydrogen, C, -4 alkyl, C, 4<BR> <BR> <BR> <BR> <BR> <BR> <BR> <BR> haloalkyl or C1-4 alkoxy ; or SOZNRgR"in which Rg and Rh independently are hydrogen or C, 4 alkyl.

Preferably R', R2, R3, R4, R5 and R6 are independently hydrogen or C1-4 alkyl.

More preferably R', R2, R5 and R6 are hydrogen and R3 and R4 are independently hydrogen or methyl, especially hydrogen.

R'is preferably halogen or NO2. A preferred value for R8 is hydrogen.

R9 is preferably hydrogen or C14 alkoxy, especially ethoxy. Most preferably R9 is hydrogen.

Preferably R'° is a group RbS (O) nOm where Rb, n and m are as defined above. More preferably in is zero, n is 2 and Rb is CH3 or C2H5. Most preferably R10 is a group CH3SO2 attache to the benzoyl group at the 4-position.

The most preferred compound of Formula (IA) are 2- (2-chloro-4- methanesulphonylbenzoyl)-1,3-cyclohexanedione and 2- (2-nitro-4- methanesulphonylbenzoyl)-1,3-cyclohexanedione Another class of compound of formula (I) are compound of formula (IB)

where Q is as defined in relation to Formula (I) and RY is C3-6 cycloalkyl optionally substituted by one more groups RZ where RZ is as defined for R'above. A preferred group RY is optionally substituted cyclopropyl. A preferred compound of Formula (IB) is trinexepac ethyl (ethyl 4-cyclopropyl (hydroxy) methylene-3,5-dioxocyclohexanedionecarboxylate).

Preferred azoles are compound of Formula (III)

in which A is N or CR22; B is N or CR23; R21, R22 and R23 are independently H, alkyl, or aryl or when B is CR23, R21 and R23 together with the carbon atoms to which they are attache form a 6-membered carbocyclic ring; and salts thereof.

A is preferably N or CH.

Preferably B is N and R2'is H or B is CR23 and R21 and R23 together with the carbon atoms to which they are attache form a 6-membered unsaturated carbocyclic ring.

Particularly preferred compound of Formula (III) are 1 H-1,2,4-triazole and 1H- 1,2,3-benzotriazole.

Suitable salts of azoles may be for example the potassium salt or the tetrabutylammonium salt.

The azole is used in an amount up to about 50 mole percent based on the enol ester.

Generally about 1-10 mole % of the azole is preferred.

The process is conducted with a molar excess, with respect to the enol ester compound of Formula (II), of a moderate base. By the term"moderate base"is meant a substance which acts as a base yet whose strength of activity as a base lies between that of strong bases such as hydroxides (which could cause hydrolysis of the enol ester) and that of weak bases such as N, N-dimethylaniline (wkich would not fonction effectively). Moderate bases suitable for use in this embodiment include both organic bases such as trialkylamines and inorganic bases such as alkali metal carbonates and phosphates. The trialkylamines are preferably tri (lower alkyl) amines having from 1 to 6, preferably 1 to 4 carbon atoms per alkyl group. A particularly preferable amine is triethylamine. Suitable inorganic bases include sodium carbonate, potassium carbonate and trisodium phosphate. Even a bicarbonate such as potassium bicarbonate will fonction effectively in this rection when used in combination with a dipolar aprotic solvent such as dimethylformamide. The base is used in an amount of from about 1 to about 4 moles per mole of enol ester, preferably about 2 moles per mole. A preferred base is an inorganic base especially potassium carbonate.

A number of different solvents may be usable in this process, depending on the nature of the reactants. Suitable solvents are polar aprotic solvents (such as acetonitrile, cyclic ethers such as tetrahydrofuran, linear ethers such as 1,2-dimethoxyethane, ketones such as methyl isobutyl ketone or esters such as alkyl acetates for example ethyl acetate); dipolar aprotic solvents (such as dimethylformamide, dimethylsulphoxide and drnac) and aromatic hydrocarbons (including alkylated hydrocarbons such as toluene, xylene, cumene, and cymene and halogenated hydrocarbons such as chlorobenzene) or alkanes (such as hexane) or cycloalkanes (such as cyclohexane). Preferred solvents are polar aprotic solvents, dipolar aprotic solvents and aromatic hydrocarbons, especially polar aprotic or dipolar solvents. A particularly preferred solvent is acetonitrile.

Depending on the choice of reactants and in particular the choice of solvents a phase catalyst may also be employed. The selection of a suitable phase transfer catalyst can be

determined by routine procedures well known to the skilled chemist. Known phase transfer catalysts include tetralkyl ammonium halides and phosphonium salts. Preferred catalysts are tetralkyl ammonium halides, especially tetrabutyl ammonium bromide, tetrabutyl ammonium chloride, cetyltrimethyl ammonium bromide or cetyltrimethyl ammonium chloride. The phase transfer catalyst is generally used at 1-10 mol%.

If the choice of rection conditions require the use of a phase-transfer catalyst, the catalyst may still be omitted by use of a suitable salt of the azole e. g. the tetrabutyl ammonium salt.

In one embodiment the process is carried out in a non-polar solvent, in the presence of a moderate inorganic base and a phase transfer catalyst.

In general, depending on the nature of the reactants and the azole, the rearrangements may be conducted at temperatures from -10°C, up to about 100°C, preferably 0-60°C, most preferably 20-40°C. In some cases, for instance when there is a possible problem of excessive by-product formation (for instance, when using an orthonitro benzoyl halide) the temperature should be kept at about 40°C maximum.

Depending on the nature of the reactants and more especially the nature of the solvent used in the rection, water may be added to the rection medium. In general it has been found that the amount of water should not exceed 0.2 wlw% of the whole system or 0.1 mol/mol based on the substrat.

The process may be carried out using the enol ester as the starting material, or with generation of the enol ester in situ, for instance for the preparation of compound of Formula (IA) by rection of a compound of Formula (IV) where R', R2, R3, R4, R5 and R6 are as defined in relation to Formula (IA) with a compound of Formula (V)

where R', R8, R9 and R° are as defined in relation to Formula (IA) and Z is a halo, preferably chloro.

When the enol ester is utilise as a starting material it may be prepared by any of a number of known means. For example when preparing compound of formula (IA), the appropriate enol ester is formed by acylation of a compound of Formula (IV) with, a compound of Formula (V).

The enol ester may be isolated from the resulting product mix by known techniques, for instance washing the resultant solution with acid and base, and with saturated sodium chloride solution, and drying. Such a technique is advantageous when a different solvent is preferred for the rearrangement of the enol ester to the compound of Formula (I). The dried enol ester may be mixed with an appropriate solvent such as acetonitrile, 1,2-dichloroethane, or toluene and contacte with the appropriate amounts of azole, base and, optionally, phase transfer catalyst and, if required, heated to the desired temperature, to produce the final product.

The production of compound of Formula (I) according to the invention maybe advantageously carried out starting with compound such as those of Formula (IV) and Formula (V) and may be carried out without isolation of the intermediate enol ester (II).

Thus the compound of Formula (IV) and the compound of Formula (V) are reacted in the presence of a base such as an alkali or alkaline earth metal carbonate.

The rearrangement rection proceeds via an intermediate of Formula (VI) where R is as defined in relation to Formula (I) and Y is the residue formed with the azole.

When compound of Formula (IA) are being prepared the rearrangement rection proceeds via an intermediate of Formula (VIA)

where R', Rg, R9 and R'° are as defined in relation to Formula (IA) and Y is the residue formed with the azole.

The compound of Formula (VI) may be isolated by standard techniques such as filtration or extraction into a solvent such as dichloromethane and removal of the solvent by evaporation. To prepare compound of formula (IA) compound of Formula (VIA) may then be reacted with compound of Formula (IV) in the presence of a solvent and a base to yield the final product.

Certain compound of Formula (VI) are novel and as such form a further aspect of the invention. In particular novel compound of formula (VII) are compound of formula (VIA) where Y is al, 2,4-triazolyl or a 1,2,3-benzotriazolyl group and R', R8, R9 and R'° are as defined in relation to Formula (IA) provided that when Y is 1,2,4-triazolyl and R7 is halo, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, nitro or cyano, then none of R8, R9 or R10 may be <BR> <BR> <BR> <BR> halo, C, 4 alkyl, C, -4 haloalkyl, C1-4 alkoxy, nitro or cyano at the 6-position of the phenyl ring.

In a preferred alternative the enol ester of Formula (II) may be retained in the rection mass formed from a rection of a compound of Formula (IV) with a compound of Formula (V) by adding an azole, water and additional base if necessary and then retaining the intermediate of Formula (VI) in the rection mass and continuing the rection to produce the compound of Formula (IA). Most preferably all stages are carried out using the same solvent.

Comparable yields can be obtained either with or without isolation of the enol ester of Formula (II) and/or the isolation of compound of Formula (VI).

The compound of Formula (I) is obtained from this rection in the form of its salt.

The desired acylated compound of Formula (I) may be obtained with acidification and extraction with an appropriate solvent.

Compound of formula (II), (III), (IV) and (V) are known compound or may be produced from known compound by known methods.

The process of the invention is illustrated by the following examples.

EXAMPLE 1 2-benzoyl-1,3-cyclohexanedione from the acid chloride.

A mixture of 1,3-Cyclohexanedione (2. 31g), potassiurn carbonate (1. 5g) and acetonitrile (20 ml) were stirred at 35°C for 3 hrs. To the resulting suspension was added benzoylchloride (1.5g) over a few minutes and the mixture was stirred for 30 minutes. Potassium carbonate (2g) and 1,2,4-triazole (0.035g) were then added and the mixture was stirred at 35°C for 16 hrs. After this time the rection mixture was evaporated under reduced pressure, the mixture dissolve in water and acidifie with HCl to precipitate the product. Extraction into chloroform and evaporation gave a 90% yield of 2-benzoyl-1,3-cyclohexanedione.

EXAMPLE 2 2- (2-Chloro-4-methanesulphonylbenzoyl)-1,3-cyclohexanedione from the acid chloride.

2-Chloro-4-methanesulphonylbenzoyl chloride (5g) was prepared by the rection of 2- chloro-4-methanesulphonylbenzoic acid with thionyl chloride. The acid chloride was dissolve in acetonitrile (40mol). A mixture of 1,3-cyclohexanedione (2.24g), potassium carbonate (6.9g) and acetonitrile (40mol) was stirred at room temperature for 4hours. To this solution was added the acid chloride solution over 1 Omin and allowed to stir 1 hour. 1,2,4- Triazole (0.07g) was then added and the mixture allowed to stir 16 hours at room temperature. The solvent was removed and the residue was dissolve in water and acidifie.

The product was extracted into dichloromethane and the solvent was dried then evaporated to give the desired product in 83.6% yield.

EXAMPLE 3 2-benzoyl-1,3-cyclohexanedione from the enol ester.

3- (benzoyloxy)-2-cyclohexen-1-one (2.32g), potassium carbonate (1.99g), 1,2,4-triazole (0.034g) and acetonitrile (20mol) were placed in a 50ml round-bottomed flask containing a magnetic follower. The flask was stoppered and placed in a 35°C thermostatted bath. The white suspension/solution in the flask was then stirred rapidly and periodically the stirring was stopped for HPLC analysis samples to be taken. After 2 hours the rection mixture had turned yellow and 45% of the enol ester had reacted to form 2-benzoyl-1,3-cyclohexanedione and benzoyl triazole. The rection mixture had also thickened slightly, but was not immobile. After 6 hours the rection was complete by HPLC with all enol ester and benzoyl triazole used up.

The solvent was removed on a rotary evaporator to leave a yellow solid which was dissolve in water (100mol) and the solution acidifie with aqueous HCl to pH 2.8 (31m1 of 1M HCl) to precipitate 2-benzoyl-1,3-cyclohexanedione. The suspension was then extracted with chloroform (2 x 50ml), the chloroform extracts dried (magnesium sulphate), and the solvent removed to leave the desired product. Yield 2.07g, 89.1%.

EXAMPLE 4 2- (2-nitro-4-methanesulphonylbenzoyl)-1,3-cyclohexanedione 3-(2-nitro-4-methanesulphonylbenzoyloxy)-2-cyclohexen-1-one( 2-nitro-4-methanesulphonylbenzoyloxy)-2-cyclohexen-1-one (2. 0g), potassium carbonate (1.22g), solvent (20ml), 1,2,4-triazole (0.02g) and a phase transfer catalyst (5 mol%) were placed in a rection tube. The mixture was stirred at 57°C and the amount of product (2- (2- nitro-4-methanesulphonylbenzoyl)-1,3-cyclohexanedione) determined over a period of time.

The results are set out in the Table below. Solvent PTC Time Yields (% theory) Triketone Enol Ester Hydrolysis Toluene-6 hours 1.1 98- Toluene TBAB 5 hours 69.0 10 13 Toluene CTAB 5 hours 71 2 22 MiBk-5 hours 70 0 25 Triketone = 2- (2-nitro-4-methanesulphonylbenzoyl)-1,3-cyclohexanedione Enol ester = 3- (2-nitro-4-methanesulphonylbenzoyloxy)-2-cyclohexen-1-one

PTC = phase transfer catalyst TBAB = tetrabutylammonium bromide CTAB = cetyltrimethylammonium bromide CHD 1,3-cyclohexanedione MiBk = methyl isobutyl ketone EXAMPLE 5 2- (2-nitro-4-methanesulphonylbenzoyl)-1,3-cyclohexanedione 3-(2-nitro-4-methanesulphonylbenzoyloxy)-2-cylohexen-1-one (lg), potassium(2-nitro-4-methanesulphonylbenzoyloxy)-2-cylohexen- 1-one (lg), potassium carbonate (0.61g), 1,2,4-triazole (O. Olg), tetrabutylammonium bromide (see below) and acetonitrile (1 Oml) were stirred 20°C. After the rection period, the solvent was removed under reduced pressure and the residue was dissolve in water. Acidification with HCl, extraction into diethyl ether and evaporation gave 2- (2-nitro-4-methanesulphonylbenzoyl) 1,3- cyclohexanedione.

With 30 mol% tetrabutylammonium bromide, the rection gave a 93% yield after 2.5 hours. Without tetrabutylammonium bromide, the rection gave 85% yield and 15% hydrolysis after 12 hours.

EXAMPLE 6 2-Chloro-4-methanesulphonyl benzoyltriazolamide 2-Chloro-4-methanesulphonylbenzoic acid (2.355g) was suspende in toluene (150ml) and dimethylformamide (0.1ml) was added via a syringe. The suspension was heated to 75°C, then thionyl chloride (0.8mol) in toluene (10ml) added over 30 minutes. The suspension was heated for 1 hour to effect rection, refluxed for 1 hour to remove acidic gases, then added via a cannula to a stirred suspension of 1,2,4-triazole (1.390g) in toluene. The resultant suspension was stirred at room temperature for 48 hours then filtered. The precipitate was extracted with dichloromethane, and the solvent removed under reduced pressure to afford the title compound as a colourless powder (1.635g, 57.4%). Recrystalisation from ethyl acetate produced the compound as colourless spines.

I H NMR (200 MHz, CDC13): 9.14 (1H, s, NCH), 8.12 (1 H, d, J 1. 5Hz. H3). 8.09 (I H, s, NCH), 8.02 (1H. dd, J 8. 1.J' 1. 6Hz, H5), 7.79 (1H, d, J 8.1 Hz, H6), 3.16 (3H, s, Me).

13C NMR (200MHz, CDC13): 163.82,154.04,144.65, 144.57, 136.32,134.54,130.78, 129.20,125.77,44.33.

EXAMPLE7 2-Nitro-4-methanesulphonylbenzoyltriazolamide

2-Nitro-4-methanesulphonylbenzoic acid (5. 12g), was suspende in 50/50 w/w xylene/acetonitrile (300mol) and dimethylformamide (0.1ml), added via a syringe. The suspension was heated to 75°C, then thionyl chloride (1. 7ml), in xylene (I Oml) added over 30 minutes. The suspension was heated for 6 hours to effect rection, then added via a cannula to a stirred suspension of 1,2,4-triazole (2.918g), in 50/50 w/w xylene/acetonitrile (I 00ml). The resultant suspension was stirred at room temperature for 15 hours, filtered, and the solvent removed under reduced pressure to afford the title compound as a pale yellow powder (3.53g, 56.8%). Recystallisation from ethyl acetate yielded the compound as colourless plates.

1 H MNR (200 MHz, d6. acetone): 9.40 (1H, s, NCH), 8.83 (1H, d, J 1.5 Hz, H3), 8.59 (1H, dd, J8.1, J'1.7Hz, H5) 8.26 (1H, d, J 7.9 HzH6), 8.14 (1H, s, NCH), 3.41 (3H, s, Me): 13C NMR (200MHz, d6. acetone): 163.57,154.87,147.77,145.97,145.63,134.47,133.46, 132.37,124.51,43.94.

EXAMPLE 8 2- (2-Chloro-4-methanesulphonyl benzol) cyclohexan-1,3-dione,

1- (2-chloro-4-methanesulphonylbenzoyl)-1,2,4-triazole (388mg), cyclohexan-1,3-dione (161mg) and potassium carbonate (259mg) were suspende in acetonitrile (30mol) and stirred

overnight. The acetonitrile was removed under reduced pressure, the residue dissolve in water (100mol) and acidifie with IM hydrogen chloride solution to pH 1.5. The solution was extracted with dichloromethane, dried (magnesium sulfate), filtered and the solvent removed under reduced pressure to afford the title compound as a pale yellow solid (0.263g, 55.6%).

'H NMR (200 Mhz, CDCl3) ; 7.88-8.01 (2H, m, Ph), 7.36-7.40 (1H, m, Ph), 3.11 (3H,s,Me), 2.68-2.76 (2H, m, CH2C=O), 2.37-2.47 (2H, m, C_2C=O), 1.97-2.18 (2H, m, CH2-CH2).

EXAMPLE 9 2-(2-nitro-4-methanesulphonyl benzol) cyclohexan-1,3-dione 1- (2-Nitro-4-methanesulphonylbenzoyl)-1,2,4-triazole (666mg), cyclohexan-1,3-dione (254mg) and potassium carbonate (419mg, 1.8mmol, 1.4 equiv) were suspende in acetonitrile (30mol) and stirred overnight. The acetonitrile was removed under reduced pressure, the residue dissolve in water (100m1) and acidifie with 1M hydrogen chloride solution to pH 1.5. The solution was extracted with dichloromethane, dried (magnesium sulfate), filtered and the solvent removed under reduced pressure to afford the title compound as a pale yellow solid (0.789g, quant).

'H NMR (200Mhz, CDCl3); 8.74 (1H, s, H6); 8.26 (1H, d, J 8.1 Hz, Ph); 7.46 (1H, d, J 7.86 Hz, Ph), 3.16 (3H, s, Me), 2.83 (2H, t, J 6.3Hz, CH2-C=O), 2.36 (2H, t, J 6.5Hz, CH2-C=0), 2.00- 2.12 (2H, m, CH2CH2).

3C NMR (200 Mhz, CDCl3) ; 195.86; 194.26; 145.66; 142.04; 141.17; 132.76; 128.26; 123.23; 112.69; 44.37; 37.24; 31.63; 19.11.