A method of resolving optical isomers of 2,2-dimethyl-3-(2,2-dichlorovinyl) cyclopropanecarboxylic acid and a novel salt used in this method
申请人:SUMITOMO CHEMICAL COMPANY, LIMITED
公开号:EP0034428A2
公开(公告)日:1981-08-26
A method of preparing (1R,cis)-2,2-dimethyl-3- (2,2-dichlorovinyl)cyclopropanecarboxylic acid (useful as the acid part of effective insecticidal esters) comprises reacting 2,2-dimethyl-3-(2,2-dichlorovinyl) cyclopropanecarboxylic acid containing 70% or more of the cis-form with an equimolar or lesser amount of (+)-1-phenyl-2-(p-tolyl)ethylamine, separating and, if necessary, purifying the resulting diastereomer salt, (which is a new compound) and decomposing said salt with a base or an acid to yield (1R,cis)-2,2-dimethyl-3- (2,2-dichlorovinyl)cyclopropanecarboxylic acid. The corresponding (1S,cis) acid may be obtained by using (-)-1-phenyl-2-(p-tolyl)ethylamine.
制备(1R,cis)-2,2-二甲基-3-(2,2-二氯乙烯基)环丙烷羧酸(可用作有效杀虫酯的酸部分)的方法包括:将含有 70% 或更多顺式形式的 2,2-二甲基-3-(2,2-二氯乙烯基)环丙烷羧酸与等摩尔或更少量的(+)-1-苯基-2-(对甲苯基)乙胺反应、分离并在必要时纯化得到的非对映异构盐(这是一种新化合物),并用碱或酸分解所述盐,得到 (1R,cis)-2,2-二甲基-3-(2,2-二氯乙烯基)环丙烷羧酸。相应的(1S,cis)酸可通过使用(-)-1-苯基-2-(对甲苯基)乙胺获得。