Ortho Substitution Rearrangement of Certain 3-Substituted and 3, 5-Disubstituted Benzyltrimethylammonium Ions by Sodium Amide1

WQ BEARD Jr, DNVAN EENAM…

文献索引：Beard,W.Q. et al. Journal of Organic Chemistry, 1961 , vol. 26, p. 2310 - 2316

全文：HTML全文

被引用次数: 22

摘要

The 3-methoxy-, 3-methyl-, and 3-chloro-benzyltrimethylammonium ions underwent the ortho substitution rearrangement Kith sodium amide in liquid ammonia to form mixtures of the two possible types of isomeric amines in yields of 92, 90, and l67@, respectively. With the first two quaternary ions, rearrangement into the ortho position versus the para position occurred in the ratio of 2: 1 and 1.2: 1, respectively. The 3-bromo and 3-trifluoromethyl ...