Alkylation of amines. General exhaustive alkylation method for the synthesis of quaternary ammonium compounds

HZ Sommer, HI Lipp, LL Jackson

文献索引：Sommer,H.Z. et al. Journal of Organic Chemistry, 1971 , vol. 36, p. 824 - 828

全文：HTML全文

被引用次数: 95

摘要

A method, whereby primary and secondary amines are exhaustively alkylated to their quaternary stage in a one-step procedure, has been extended to a broad spectrum of amines. The study synthetically utilizes the fact that protonation of sterically hindered amines is affected only slightly by steric hindrance, whereas nucleophilicity as measured by the rate of alkylation is considerably decreased. A sterically hindered organic base of greater base ...