合成(±)顺式-3-(二氯乙烯基)-2,2-二甲基环丙烷羧酸的新方法 |
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引用本文: | 丁渝,沈苗. 合成(±)顺式-3-(二氯乙烯基)-2,2-二甲基环丙烷羧酸的新方法[J]. 化学学报, 1992, 50(7): 722-725 |
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作者姓名: | 丁渝 沈苗 |
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作者单位: | 中国科学院上海有机化学研究所 |
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摘 要: | 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.
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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 |
The sysnthesis of (±) cis-3-(dichlorovinyl)-2,2-dimethyl- cyclopropanecarboxylic acid |
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Abstract: | (?-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. |
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Keywords: | SYNTHETIC PYRETHROID-INSECTICIDES CYCLOPROPANE CARBOXYLIC ACID P DICHLOROETHYLENE P CHRYSANTHEMIC |
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