Title:
【発明の名称】アルデヒド官能基を有するシクロプロパンカルボン酸の誘導体の製造法
Document Type and Number:
Japanese Patent JPH0676351
Kind Code:
B2
Abstract:
A process for the preparation of cyclopropane carboxylic acid derivatives of the formula I wherein Z is selected from the group consisting of -CN, -COOH and -COOR1, R1 is alkyl of 1 to 6 carbon atoms and R2 and R3 are alkyl of 1 to 4 carbon atoms or taken together with the carbon atom to which they are attached form a carbon homocycle of 3 to 6 carbon atoms comprising reacting at low temperatures in a solvent in the presence of a strong base a compound of the formula II wherein Z has the above definitions and R is alkyl of 1 to 6 carbon atoms or together form a polymethylene of 2 to 3 carbon atoms with a sulfone of the formula III wherein R2 and R3 have the above definitions and Y is an aromatic group followed by aqueous treatment to obtain a compound of the formula IV wherein Y, R, R2, R3 and Z have the above definitions, reacting the latter at a low temperature in a solvent with a strong base while letting the temperature rise to obtain a compound of the formula V wherein R, R2, R3 and Z have the above definitions of the cis/trans configuration richer in the trans isomer and either reacting the latter when Z is -CN or -COOR1 with a strong base in an aqueous media followed by acidification to obtain a compound of the formula Va wherein R, R2 and R3 have the above definitions having the same configuration as the compound of formula V or reacting the compound of formula V or Va with an acid agent in an aqueous media to obtain the corresponding compound of formula I with the same configuration as the compound of formula V or Va and optionally treating the latter with a weak base at room temperature to obtain the compound of formula I with a trans configuration which are valuable intermediates for the preparation of esters of cyclopropane carboxylic acid having elevated insecticidal activity.
Inventors:
Jacques Martell
Jiyan Tessier
Jean-Pierre Le Dom-Tot
Jiyan Tessier
Jean-Pierre Le Dom-Tot
Application Number:
JP14800181A
Publication Date:
September 28, 1994
Filing Date:
September 21, 1981
Export Citation:
Assignee:
Lucelle-Yukraf
International Classes:
A01N53/00; C07C51/00; C07C51/373; C07C62/36; C07C62/16; C07C67/00; C07C69/757; C07C253/00; C07C255/45; C07C255/46; C07C255/48; C07C317/46; (IPC1-7): C07C62/16; C07C51/00; C07C69/757; C07C255/48
Domestic Patent References:
| JP51127050A | ||||
| JP541698B2 |
Other References:
【文献】英国特許1069038(GB,A)
【文献】西独国特許公告1668603(DE,B)
【文献】西独国特許公告1668603(DE,B)
Attorney, Agent or Firm:
Motohiro Kurauchi
Next Patent: ビス（ｐ−アミノクミル）ベンゼン類の製造方法