The reactions of aromatic Schiff bases with dimethyl acetylenedicarboxylate. II. Reaction in the presence of water

Abstract

The reaction of benzylideneaniline with dimethyl acetylenedicarboxylate in the presence of water has been re-examined. The structure previously proposed for the product was found to be incorrect. The product is shown to be methyl 4-hydroxy-5-oxo-1,2-diphenyl-3-pyrroline-3-carboxylate (3). Similar products were obtained from benzylideneanisidine and anisylideneaniline.