Synthesis and reactions with amines and ammonia of ethyl 3,4,5-trimethoxyphenylglycidate
Abstract
The synthesis of trans-ethyl 3,4,5-trimethoxyphenylglycidate (I) by the Darzens condensation is described and its configuration is deduced from n.m.r. analysis. The oxiran ring-opening reactions of (I) with alkylamines and ammonia in absolute ethanol were found to proceed with cleavage exclusively at the aryl-substituted oxiran carbon.