Abstract

The reaction of 2-phenyl-gemdichlorocyclopropane or (2,2-dichlorocyclopropyl)benzene with ethyl alcohol in the presence of solid alkali gave phenylacrolein diethyl acetal or (2,2-diethoxy-1-methylethyl)benzene, which, upon subsequent dichlorocarbenation and transacetalization with ethylene glycol, formed 2-(2,2-dichloro-1-phenylcyclopropyl)-1,3-dioxolane. Thus, two approaches to the synthesis of a product simultaneously containing gem-dichlorocyclopropane and 1,3-dioxolane fragments have been proposed. It has been established that the best method is sequential dichlorocarbenation of [1-(di-ethoxymethyl)ethenyl]benzene and acetalization of the resulting product to form the target molecule: 2-(2,2-dichloro-1-phenylcyclopropyl)-1,3-dioxolane. The structure of the reaction products was confirmed by ¹H and ¹³C NMR spectroscopy and chromato-mass spectrometry.

中文翻译：

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含1,3-二氧戊环片段的偕二氯环丙烷衍生物的合成

摘要

2-苯基-偕二氯环丙烷或(2,2-二氯环丙基)苯与乙醇在固体碱存在下反应，得到苯基丙烯醛二乙缩醛或(2,2-二乙氧基-1-甲基乙基)苯，随后进行二氯碳化和与乙二醇进行转缩醛化，形成2-(2,2-二氯-1-苯基环丙基)-1,3-二氧戊环。因此，合成同时含有宝石的产品的两种方法已经提出了β-二氯环丙烷和1,3-二氧戊环片段。已确定最佳方法是[1-(二乙氧基甲基)乙烯基]苯连续二氯碳化和所得产物缩醛化形成目标分子：2-(2,2-二氯-1-苯基环丙基)-1 ,3-二氧戊环。^{反应产物的结构通过1} H 和¹³ C NMR 光谱和色谱-质谱确认。