3-亚甲基六氢苯并呋喃-2（3H）-酮的简便合成

摘要

2-[(1S,2R)-2-hydroxycyclohexyl]acetonitrile(2) was prepared by reaction of cyclohexene oxide with acetonitrile in the presence of n-BuLi.3-Methylene-hexahydrobenzofuran-2(3H)-one with total yield of 30 .4%was synthesized by hydrolysis , cyclizing to the lactone , dimethylamine methyla-tion, methylation and Hofmann elimination from 2.The structure was confirmed by 1 H NMR, 13 C NMR and HR-MS( EI) .%以氧化环己烯为原料，在正丁基锂作用下与乙腈经开环反应制得2-羟基环己基乙腈（2）；2依次经水解、内酯化、二甲胺甲基化、甲基化和Hofmann降解反应合成了α-亚甲基-γ-丁内酯类化合物———3-亚甲基六氢苯并呋喃-2（3H）-酮，总收率30．4％，其结构经1H NMR，13C NMR和HR-MS（EI）确证。