High purity preparation of fluorinated 1,3-dicarbonyls using BDM (bis-fluroxy difluoromethane)

摘要

A process for providing an alpha-fluorinated-beta-dicarbonyl includes electrophilically fluorinating a beta-dicarbonyl with bis-fluoroxydifluoromethane in the presence of an acid to provide the alpha-monofluorinated-beta-dicarbonyl. The acid is preferably hydrofluoric acid. Preferred beta-dicarbonyls include methyl-3-oxopentanoate and ethyl-4,4,4-trifluoroacetoacetate. The process can limit radical impurity byproducts to no more than 4% in some cases, and less than 0.5% in other cases. Theoretical yields of 95% alpha-monofluorinated-beta-dicarbonyl are possible in some cases.