Title:
MANUFACTURE OF OPTICALLY ACTIVE CIS AND TRANS ISOMER OF CYCLOPROPANECARBOXYLIC ACID
Document Type and Number:
Japanese Patent JPS59210045
Kind Code:
A
Abstract:
The invention relates to a new process for separating the four stereoisomers of the cyclopropanecarboxylic acids of the formula (I) wherein R stands for a methyl group or a halogen atom. The process comprises reacting a salt formed with an alkali hydroxide or an alkali carbonate of dl-cis-trans-2,2-dimethyl-3-(2,2-disubstituted vinyl)-cyclopropanecarboxylic acids containing the isomers in any ratio or the pure dl-cis and dl-trans-2,2-dimethyl-3-(2,2-disubstituted vinyl)-cyclopropanecarboxylic acids prepared therefrom by the means of a selective dissolution with aromatic and aliphatic hydrocarbon solvents (suitably with benzene, extraction petroleum ether, n-hexane) with N-benzyl-2-aminobutanol enantiomers or with the hydrochlorides thereof in an aqueous medium or aqueous acetone medium, obtaining the crystalline diastereomeric salt from the solution by filtration, decomposing said salt by using a mineral acid, then separating the thus obtained optically active cyclopropanecarboxylic acid and obtaining the other isomer or other mixture of isomers from the filtrate of the said diastereomeric salt similarly after acidifying by a mineral acid, if desired, purifying the said optically active 2,2-di-methyl-3-(2,2-disubstituted vinyl)-cyclopropane-carboxylic acid isomers obtained by the above-mentioned procedure by a selective precipitation and recovering the resolving agent.
Inventors:
EREMAA FUOGATSUSHII
FUERENKU FUAIGURU
RUDORUFU SOOSU
YOZUSEFU RAKOKUJI
GIYURA BAROGU
IREN BOROSU NE TOODOORU
FUERENKU FUAIGURU
RUDORUFU SOOSU
YOZUSEFU RAKOKUJI
GIYURA BAROGU
IREN BOROSU NE TOODOORU
Application Number:
JP2795884A
Publication Date:
November 28, 1984
Filing Date:
February 16, 1984
Export Citation:
Assignee:
CHINOIN GYOGYSZER ES VEGYESZET
International Classes:
C07C61/37; C07B31/00; C07B53/00; C07B57/00; C07C51/00; C07C51/487; C07C61/40; C07C67/00; (IPC1-7): C07B19/00; C07C51/487; C07C61/37; C07C61/40
Domestic Patent References:
| JPS4992049A | 1974-09-03 |
Attorney, Agent or Firm:
Asamura Akira