Chemical transformations of ethyl 3,5-dicyano-2,4,4,6-tetramethyl-1,4-dihydro-1-pyridyl acetate, sythesis of a new N-vinyl monomer

Abstract

Ethoxycarbonyl group in the title compound I undergoes regioselective functional transformations to give the amide II and the carboxylic acid III. Reduction with lithium aluminium hydride gave the alcohol V whose p-toluenesulfonate was converted directly or via 2-iodoethyl derivative VIII into the N-vinyl monomer IX. Absorption molecular spectra of the synthesized compounds I-IX, as well as their fragmentation by electron impact, are discussed.