Syntheses of some fluorine-containing halomethanephosphonate and methylenebisphosphonate esters

Article abstract of DOI:10.1016/0022-328X(88)80339-5

The Michaelis-Becker reaction between diethyl sodiophosphite and either of the halofluoromethanes CF2Cl2 and CF3Br gives tetraethyl difluoromethylenebisphosphonate.By contrast, the corresponding reaction with CFCl3 gives not only diethyl dichlorofluoromethanephosphonate but also teraethyl prophosphate as the major product.Diethyl dichlorofluoromethanephosphonate, readily prepared by a normal Arbusov reaction from+ CCl3F, reacts with diethyl sodiophosphite to give tetraethyl fluoromethylenebisphosphonate thereby providing a simple efficient, and inexpensive synthesis of this useful material.