偏氯菊酸对甲氧基苄酯的合成研究  

Synthesis of 4-methoxybenzyl ester of monochloro pyrethrum acid

作　　者：陈震[1] 张昌军[1] 林晓辉[1] 

机构地区：[1]泰山医学院化学与化学工程学院,山东泰安271016

出　　处：《化学试剂》2011年第7期670-672,共3页Chemical Reagents

基　　金：泰山医学院青年科学基金资助项目(2009ZRQN-012)

摘　　要：报道了一种新的拟除虫菊酯——偏氯菊酯的合成方法。以贲亭酸甲酯为原料,氯化亚铁作为引发剂在密闭体系中与氯仿加成后得到3,3-二甲基-4,6,6-三氯己酸甲酯,再成环、脱卤化氢,水解酸化后得到2,2-二甲基-3-(乙氯乙烯基)-环丙烷羧酸(偏氯菊酸),偏氯菊酸钠与季铵盐回流得到标题化合物。在合成中得到了3种未见文献报道的新化合物。而采用文献原有的方法,使用过氧化苯甲酰或偶氮异丁腈在常压下反应则没有获得目标产物。Synthesis of a new ester of monochloro pyrethrum acid was reported.4,6,6-Trichloro-3,3-dimethyl-hexanoic acid methyl ester was synthesized from methyl 3,3-dimethyl pentenoate and chloroform initiated with ferrous chloride in a confined system.Followed by ring-closure,elimination,hydrolysis and acidification,3-（2-chloro-ethenyl）-2,2-dimethyl-cyclopropanecarboxylic acid（monochloro pyrethrum acid） was obtained.4-Methoxybenzyl ester of monochloro pyrethrum acid was obtained by the reaction between sodium of monochloro pyrethrum acid and a quaternary ammonium salt.Three undocumented compounds were obtained.Using the method reported in Tetrahedron letter,benzoyl peroxide or nitrile azo used as initiator and reaction under atmospheric pressure,target product was not obtained.

关 键 词：偏氯菊酸 合成 拟除虫菊酯 自由基反应 

分 类 号：O624.5[理学—有机化学]