化学学报 ›› 1992, Vol. 50 ›› Issue (7): 722-725. 上一篇    下一篇

研究论文

合成(±)顺式-3-(二氯乙烯基)-2,2-二甲基环丙烷羧酸的新方法

丁渝;沈苗   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1992-07-15

The sysnthesis of (±) cis-3-(dichlorovinyl)-2,2-dimethyl- cyclopropanecarboxylic acid

DING YU;SHEN MIAO   

  • Published:1992-07-15

本文报道两种从5-氯-3,3-二甲基戊酸乙酯(4)合成±)-顺式-3-(二氯乙烯基)-2,2-二甲基环丙烷羟酸(±)的方法.中间体4,4-二甲基-3,4-二氢-2-吡喃酮(3)是从化合物(4)经水解皂化,酸化和氧得到3,3-二甲基戊醛酸甲酯(6),再皂化得到3,3-二甲基戊醛酸(8),然后环化得到;或者由化合物4经苯基硫醚化,氧化得到8,然后环化后得到.

关键词: 拟除虫菊素杀虫剂, 环丙甲酸 P, 二氯乙烯 P, 菊酸, 戊酸酯 P

(?-Cis-3-(dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid (I) was synthesized through two ways from Et 5-chloro-3,3-dimethylpentanoate (II) which had been obtained from isoprene. The intermediate 4,4-dimethyl-3,4-dihydro-2-pyranone (III) was obtained by phenylthioetherification of II, oxidation to 5-oxo-3,3-dimethylpentanoic acid, and cyclization to III or hydration and acidification of II, esterification and oxidation to Me 5-oxo-3,3-dimethylpentanoate and then cyclization to III.

Key words: SYNTHETIC PYRETHROID-INSECTICIDES, CYCLOPROPANE CARBOXYLIC ACID P, DICHLOROETHYLENE P, CHRYSANTHEMIC

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