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Synthesis 1988; 1988(11): 912-913
DOI: 10.1055/s-1988-27752
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An Improved Access to Phosphonic Acids and Their Mono-and Diesters

Françoise Plénat* , Sanusi Ibrahim, Henri-Jean Cristau
  • *Laboratoire de Chimie Organique, E.N.S.C.M., Unité Associée au C.N.R.S. No 458, Institut de Chimie Fine, 8 rue de l'Ecole Normale, F-34075 Montpellier Cedex, France
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Publication Date:
20 August 2002 (online)

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The reaction of phosphonic dichlorides with a mixture of benzyl alcohol and an aliphatic alcohol affords a mixture of the corresponding dibenzyl phosphonate, dialkyl phosphonate, and alkyl benzyl phosphonate which is easily separated by column chromatography to give the pure components. Cleavage of the dibenzyl phosphonate by catalytic hydrogenation affords the phosphonic acid whereas cleavage of the alkyl benzyl phosphonate under the same conditions affords the alkyl hydrogen phosphonate (monoester).