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Synthesis 2001; 2001(4): 0553-0554
DOI: 10.1055/s-2001-12354
short paper
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Dealkylation of Dialkyl Phosphonates with Boron Tribromide

Noëlle Gauvry* , Jacques Mortier
  • *Université du Maine and CNRS, Laboratoire de synthèse organique (UMR 6011), Faculté des sciences, avenue Olivier Messiaen, 72085 Le Mans Cedex 9, France; Fax + 33(2)43 83 33 66; E-mail: jacques.mortier@aviion.univ-lemans.fr
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Publication Date:
31 December 2001 (online)

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Boron tribromide cleanly and quantitatively converts dimethyl-, diethyl-, diisopropyl-, and ditertiobutyl phosphonates RP(O)(OR′)2 into the corresponding phosphonic acids RP(O)(OH)2 via methanolysis. The use of boron tribromide is compatible with a variety of functionalities in the R group.

phosphorus - hydrolyses - protecting groups

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