酰亚胺的相转移催化N-烷基化反应

PHASE-TRANSFERCATALYSED N-ALKYLATION OF CAMPHORIMIDE AND 9,10-DIHYDROAN THRACENE-9,10-ENDO-α,β-SUCCINIMIDE

A.Butenandt 等发现,邻苯二甲酰亚胺的钾盐与三甲基苄基的季铵盐反应时,季铵盐发生分解而得到 N-苄基邻苯二甲酰亚胺,同时生成挥发性的三甲铵.U.Landini 和 F.Ralla 利用季磷盐为催化剂,用邻苯二甲酰亚胺钾盐为被作用物,进行了固一液相转移提取烷基化反应.考虑到这些情况,我们选用对称性高并且不形成挥发性胺的四丁基溴化铵(TBAB)作为催化剂,在二氯甲烷和40～50%氢氧化钾溶液中,用卤代烃与酰亚胺在35℃进行 N-烷基化反应.用溴丁烷为烃基化试剂。

Phase-transercatalysed N-alkylations of camphorimide and 9,1 0-dihy- droanthraceue-9,10-endo-α,β-succinimide are performed in methylene chlo- ride and 40-50% potassium hydroxide in the presence of 2-3% mole of tetrabutylammonium bromide (TBAB) as phase transfer catalyst at 35℃. The yields of N-alkylimides are inu the range from 56.8% to 87%.