The amination of difluoro(diethoxyphosphoryl)acetyl chloride: Facile synthetic route to novel amides containing difluoromethylenephosphonate moiety
A convenient route for the synthesis of novel amides containing at least one β-keto-α,α-difluoromethylenephosphonate group has been elaborated. The procedure requires simple stirring of an amine and difluoro(diethoxyphosphoryl)acetyl chloride in THF in th
Pajkert, Romana,Milewska, Magdalena,R?schenthaler, Gerd-Volker,Koroniak, Henryk
experimental part
p. 695 - 701
(2009/12/24)
Preparation of Difluorophosphonoacetic Acid and Its Derivatives
The preparation of ethyl difluoro(diethoxyphosphinyl)acetate (1) has been effected by the acylation of zinc bromide with ethyl chloroformate in the presence of a catalytic amount of cuprous bromide.Similarly prepared were ethyl difluoro(diethoxyphosphinyl)pyruvate (2) and N,N-diethyldifluoro(diethoxyphosphinyl)acetamide (3).Bromotrimethylsilane selectively reacted with 1 to yield ethyl difluoroacetate (9).The remaining ethyl carboxylic ester of 9 reacted with iodotrimethylsilane to produce trimethylsilyl difluoroacetate (10), which was subsequently hydrolyzed to yield difluorophosphonoacetic acid (8).The phosphonate 9 was gently chlorinated to yield ethyl difluoro(dichlorophosphinyl)acetate (11).
Burton, Donald J.,Sprague, Lee G.
p. 1523 - 1527
(2007/10/02)
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