1, 2-エピチオデカンと第二級アミンとの反応

概要

論文の詳細を見る
The reaction of 1, 2-epithiodecane with diethylamine in a glass ampoule gave 1- (N, N-diethylamine) -2-decanethiol. The ratio of yield vs. conversion, (Y) / (C), was about 50% for equal molar reaction. Excess amine raised (Y) / (C) to 60%. Though higher temperature promote the reaction, (Y) / (C) decreased. Polar solvents, particularly alcohols, promoted the reaction. The addition of a small amount of alcohol, water or acetic acid promoted the reaction in a glass tube at 80°C and increased (Y) / (C). Though the reaction of 1, 2-epithiodecane with pyperidine or molpholine gave 1-amino-2-decanethiols in good yield, the expected product could not be obtained without methanol for the reaction with N-methylaniline.<BR>The reaction mechanism was considered to be a nucleophilic attack of the amine on the terminal methylene of 1, 2-epithiodecane, activated by ammonium ions.
社団法人日本油化学会の論文