New route to amino[ 2 H 2 ]methylphosphonic acid via bis(trifluoroethyl) phosphonate transesterification

Sylvie Berté-Verrando (1) , Rachel Dizière (1) , Mohammad Samadi (1) , Philippe Savignac (1)

1 DCPH - Laboratoire Hétéroéléments et Coordination

Transesterification of bis(trifluoroethyl) chloromethyl- and azidomethyl-phosphonates with alcohols in the presence of catalytic quantities of alcoholates gives dialkyl chloromethyl- and azidomethyl-phosphonates in good yield. This process has been used for the synthesis of dibenzyl azido[2H2]methylphosphonate which has been reduced and hydrogenolised to amino[2H2]methylphosphonic acid under neutral conditions.

Domaines: Chimie organique; Catalyse

Sylvie Berté-Verrando, Rachel Dizière, Mohammad Samadi, Philippe Savignac. New route to amino[ 2 H 2 ]methylphosphonic acid via bis(trifluoroethyl) phosphonate transesterification. Journal of the Chemical Society, Perkin Transactions 1, 1995, 1 (24), pp.3125-3127. ⟨10.1039/P19950003125⟩. ⟨hal-03166531⟩