A novel and improved synthetic route for the preparation of several kinds of cis-alkenyl acetates of the formula RCH=CHCH2CH2[CH2]nOCOCH3, in which R is an alkyl group having from 1 to 8 carbon atoms and n is a positive integer from 1 to 10, which compounds are known as sexual pheromone compounds of various noxious insects utilizable as a powerful means for the extermination of the insects, is proposed. The inventive method comprises cross coupling reaction of a Grignard reagent of a cis-alken-3-yl chloride of the formula RCH= CHCH2CH2Cl with an α,ω-dibromoalkane of the formula Br(CH2)nBr to form a cis-alkenyl bromide of the formula RCH=CHCH2(CH2)nBr which is further reacted with an alkali metal acetate.
本发明提出了一种新的和改进的合成路线,用于制备几种式 RCH=CH [ ]nOCOCH3 的顺式烯基
乙酸酯,其中 R 是具有 1 至 8 个碳原子的烷基,n 是 1 至 10 的正整数,这种化合物是已知的各种有害昆虫的性信息素化合物,可用作灭虫的有力手段。本发明的方法包括式 RCH= CH Cl 的顺式烯-3-基
氯的
格氏试剂与式 Br(
CH2)nBr 的 α,ω-二
溴烷烃的交叉偶联反应,生成式 RCH=CH ( )nBr 的顺式烯基
溴,再与碱
金属
醋酸盐反应。