Anodic oxidation. Part VIII. Electrolysis of dimethyl sodiomalonate in hexamethylphosphoric triamide

Abstract

Electrolysis of dimethyl sodiomalonate in hexamethylphosphoric triamide gives tetramethyl ethane-1,1,2,2-tetracarboxylate, tetramethyl propane-1,1,3,3-tetracarboxylate, and hexamethyl propane-1,1,2,2,3,3-hexacarboxylate. Degradation of the solvent to pentamethylphosphoric triamide occurs; mechanisms for the loss of the N-methyl group and for its subsequent incorporation into the second of the above products are discussed.