Collect. Czech. Chem. Commun. 1983, 48, 1734-1744
https://doi.org/10.1135/cccc19831734

Etude des interactions entre fonctions alcool et amine. Evolution thermique d'hydroxydes et de sels d'ω-trialkylammonio alcanols-1

Didier Barbry and Bruno Hasiak

Laboratoire de Synthèse Organique - C4, Université des Sciences et Techniques de Lille, 59655 Villeneuve d'Ascq Cédex, France

Abstract

The thermolysis of ω-hydroxyalkyltrialkylammonium hydroxides (Φ = 4-8) was investigated. Elimination to alkenol competes with substitution to amino alcohol; the hydroxy group can be alkylated into aliphatic ethers by an intermolecular process; the intramolecular cyclization into cyclic ethers is important only when ω = 4. Substitution reaction in amino alcohols is the main pathway for the thermolysis of ω-hydroxyalkyltrimethylammonium acetates (ω = 5, 6) and chloride (ω = 6).