Formation of Bis(2-oxazolidinone) Derivatives by Reactions of 2-Methoxy-3,3-dimethyl-2-phenyloxirane or α-Bromoisobutyrophenone with Carbon Dioxide and Aliphatic α,ω-Diamines

Abstract

Reactions of 2-methoxy-3,3-dimethyl-2-phenyloxirane or α-bromoisobutyrophenone and carbon dioxide in the presence of aliphatic α,ω-diamines were investigated. 1,4-Butanediamine, 1,6-hexanediamine, 1,8-octanediamine, and 1,4-bis(aminomethyl)benzene afforded corresponding 3-(ω-aminoalkyl)-4-hydroxy-5,5-dimethyl-4-phenyl-2-oxazolidinones and 3,3′-polymethylenebis[4-hydroxy-5,5-dimethyl-4-phenyl-2-oxazolidinones] derivatives, while ethylenediamine gave only mono(2-oxazolidinone) derivative.