单胺氧化酶抑制剂中间体1,2,3,4-四氢萘-1-胺盐酸盐的合成

Synthesis of monoamine oxidase inhibitor intermediate 1,2,3,4-tetrahydro-1-naphthylamine hydrochloride

目的:设计一种以苯为原料合成单胺氧化酶(monoamine oxidase,MAO)抑制剂中间体1,2,3,4-四氢萘-1-胺盐酸盐的方法。方法:采用Fridel-Crafts酰化反应、Wolf-Kishner-黄明龙还原反应和Harwoth环合反应等方法,以苯为原料,经酰化、还原、环合、缩合、还原以及成盐制得1,2,3,4-四氢萘-1-胺盐酸盐(11)。结果:合成(11)的总收率为43.6%。结论:建立了合成MAO抑制剂中间体1,2,3,4-四氢萘-1-胺盐酸盐的方法,该方法具有原材料廉价易得、反应操作简便以及产品收率较高且品质好等优点,具有一定的工业化生产前景。

Objective：To design a method for synthesizing 1,2,3,4-tetrahydro-l-naphthalenamine hydrochloride, which is an impor-tant intermediate for monoamine oxidase （MAO） inhibitors. Methods： 1,2,3,4-tetrahydro-1-naphthylamine hydrochloride （ 11 ） was synthesized from benzene via acylation, reduction,cyclization, condensation, reduction,and salification by methods of Fridel Crafts acylation,Wolf-kishner-HUANG Minglong reduction and Harwoth cyclization. Results：Overall yield for synthesizing 1,2,3,4-te-trahydro-1-naphthylamine hydrochloride （ 11 ） was 43.6%. Conclusions： Method for synthesizing 1,2,3,4-tetrahydro - 1 -naphthale-namine hydrochloride is establish. Optimized synthetic route has advantages in industrial production for its cheap and readily available raw materials, easy in operation, high yield and high quality of products.