Synthesis of Phosphonates with Identical and Different Alkyl Groups by the Microwave-Assisted Alkylation of Phosphonic Ester-Acid Derivatives

Chempluschem. 2023 Feb;88(2):e202200342. doi: 10.1002/cplu.202200342. Epub 2022 Nov 24.

Abstract

Monoalkyl phosphonic derivatives obtained by the microwave (MW)- and ionic liquid-promoted direct esterification of alkylphosphonic acids were converted to the corresponding dialkyl alkylphosphonates on reaction with alkyl halides in the presence of triethylamine, under solvent-free MW-assisted conditions. Derivatives with different alkoxy groups were also synthesized. A minor "disproportionation" side reaction was identified during the preparation of dialkyl alkylphosphonates with different alkoxy groups. All together 12 alkylphosphonates were prepared by the efficient method developed.

Keywords: alkylation; esterification; microwave; phosphonate; phosphonic ester acid; solvent-free.