Title:
PROCESS FOR PRODUCING QUINOLINECARBALDEHYDE
Document Type and Number:
WIPO Patent Application WO/2004/041787
Kind Code:
A1
Abstract:
A novel process for producing a quinolinecarbaldehyde (IV) which comprises reacting an aminobenzophenone compound (I) with a β-ketoaldehyde derivative (II) in the presence of an acid to obtain a quinolinecarbaldehyde derivative (III) and then hydrolyzing the quinolinecarbaldehyde derivative; and a process for producing a novel β-ketoaldehyde derivative (II-1) which comprises reacting a metal alkoxide compound (V) with a diol derivative (VI) in the presence of an acid.
Inventors:
NAGASHIMA KENSUKE (JP)
FUKUMOTO TAKASHI (JP)
HAYASHIBARA TATSUHIKO (JP)
TORIHARA MASAHIRO (JP)
FUKUMOTO TAKASHI (JP)
HAYASHIBARA TATSUHIKO (JP)
TORIHARA MASAHIRO (JP)
Application Number:
PCT/JP2003/014134
Publication Date:
May 21, 2004
Filing Date:
November 06, 2003
Export Citation:
Assignee:
KURARAY CO (JP)
NISSAN CHEMICAL IND LTD (JP)
NAGASHIMA KENSUKE (JP)
FUKUMOTO TAKASHI (JP)
HAYASHIBARA TATSUHIKO (JP)
TORIHARA MASAHIRO (JP)
NISSAN CHEMICAL IND LTD (JP)
NAGASHIMA KENSUKE (JP)
FUKUMOTO TAKASHI (JP)
HAYASHIBARA TATSUHIKO (JP)
TORIHARA MASAHIRO (JP)
International Classes:
C07D215/14; C07D263/06; C07D317/26; C07D319/06; C07D405/04; (IPC1-7): C07D215/14; C07D319/06
Domestic Patent References:
WO2001060800A1 | 2001-08-23 | |||
WO1994006746A1 | 1994-03-31 |
Foreign References:
EP0535548A1 | 1993-04-07 | |||
EP0304063A2 | 1989-02-22 | |||
JPH0827114A | 1996-01-30 | |||
JPH05222086A | 1993-08-31 |
Other References:
HOSOKAWA T: "Palladium(II)-catalyzed acetalization of terminal olefins bearing electron-withdrawing substituents with optically active diols", JOURNAL OF ORGANIC CHEMISTRY, vol. 52, no. 9, 1987, pages 1758 - 64, XP002202696
HOSOKAWA T: "Catalysis of Pd(II)-catalyzed acetalization of alkenes with diols", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 63, no. 1, 1990, pages 166 - 9, XP002185065
BERTRAND T: "Reactive des derives de cyclopropylidene-3 propyle-i synthese d'alcools beta-cyclopropylideniques", TETRAHEDRON, vol. 37, no. 9, 1981, pages 1703 - 1710, XP002976562
KOZIKOWSKI A.P: "A nitrile oxide based entry to 2,3-dihydropyran-4-ones. Synthesis of a protected version "Compactin lactone" in racemic and optically active forms", JOURNAL OF ORGANIC CHEMISTRY, vol. 50, no. 6, 1985, pages 778 - 85, XP002976563
ISMAILOV A.G.: "Synthesis and reaction of cyclopentyl beta-chlorovinyl ketone", AZERBAIDZHANSKII KHIMICHESKII ZHURNAL, no. 1, 1975, pages 38 - 43, XP002976564
GUSEINOV M.M.: "Synthesis of cyclohexyl beta,beta-dialkoxyethyl and beta-alkoxyvinyl ketones", AZERBAIDZHANSKII KHIMICHESKII ZHURNAL, no. 2, 1967, pages 55 - 59, XP002976565
See also references of EP 1568693A4
HOSOKAWA T: "Catalysis of Pd(II)-catalyzed acetalization of alkenes with diols", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 63, no. 1, 1990, pages 166 - 9, XP002185065
BERTRAND T: "Reactive des derives de cyclopropylidene-3 propyle-i synthese d'alcools beta-cyclopropylideniques", TETRAHEDRON, vol. 37, no. 9, 1981, pages 1703 - 1710, XP002976562
KOZIKOWSKI A.P: "A nitrile oxide based entry to 2,3-dihydropyran-4-ones. Synthesis of a protected version "Compactin lactone" in racemic and optically active forms", JOURNAL OF ORGANIC CHEMISTRY, vol. 50, no. 6, 1985, pages 778 - 85, XP002976563
ISMAILOV A.G.: "Synthesis and reaction of cyclopentyl beta-chlorovinyl ketone", AZERBAIDZHANSKII KHIMICHESKII ZHURNAL, no. 1, 1975, pages 38 - 43, XP002976564
GUSEINOV M.M.: "Synthesis of cyclohexyl beta,beta-dialkoxyethyl and beta-alkoxyvinyl ketones", AZERBAIDZHANSKII KHIMICHESKII ZHURNAL, no. 2, 1967, pages 55 - 59, XP002976565
See also references of EP 1568693A4
Attorney, Agent or Firm:
Takashima, Hajime (1-1 Fushimimachi 4-chome, Chuo-k, Osaka-shi Osaka, JP)
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