Alkylation of disodiopentane-2,4-dione with halogeno-acetals

Abstract

The alkylation of disodiopentane-2,4-dione with halogeno-acetals was found to be dependent on the leaving halide. Chloroacetaldehyde dimethyl, diethyl, and ethylene acetals failed to yield any alkylation products whereas bromo-acetaldehyde dimethyl, diethyl, and ethylene acetals did afford γ-alkylation products. β-Bromopropionaldehyde diethyl acetal and β-chloropropionaldehyde ethylene acetal alkylated disodiopentane-2,4-dione. Copper chelates of the alkylation products were prepared.