3-亚甲基六氢苯并呋喃-2(3H)-酮的简便合成 |
| |
引用本文: | 胡昆,钟健,任杰,戴经纬,尤启冬.3-亚甲基六氢苯并呋喃-2(3H)-酮的简便合成[J].合成化学,2016(7):624-627. |
| |
作者姓名: | 胡昆 钟健 任杰 戴经纬 尤启冬 |
| |
作者单位: | 1. 常州大学制药与生命科学学院,江苏常州,213164;2. 中国药科大学药学院,江苏南京,210009 |
| |
基金项目: | 2013江苏省企业博士集聚计划 |
| |
摘 要: | 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,~(13)C NMR和HR-MS(EI)确证。
|
关 键 词: | 氧化环己烯 内酯化 Hofmann降解 α-亚甲基-γ-丁内酯 3-亚甲基六氢苯并呋喃-2(3H)-酮 合成 |
Convenient Synthesis of 3-Methylene-hexahydrobenzofuran-2(3H)-one |
| |
Abstract: | 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) . |
| |
Keywords: | cyclohexene oxide lactation Hofmann elimination α-methylene-γ-butyrolactone 3-methylene-hexahydrobenzofuran-2(3H)-one synthesis |
本文献已被 CNKI 万方数据 等数据库收录! |
|