Synthesis of polyfluoro-γ-keto carboxylic acid

Abstract

1-Chloro-2-alkyl-3,3,4,4-tetrafluorocyclobutenes were prepared by the reaction of 1,2-dichloro-3,3,4,4-tetrafluorocyclobutene with alkylmagnesium halides, where the alkyl groups are ethyl, n-propyl, and i-propyl. The resulting alkyl derivatives were oxidized by potassium permanganate in dry acetone to give the corresponding $\gamma$-keto carboxylic acids in moderate yields. The structure of these products were characterized by IR, $1^H$ NMR, and $^{19}F$ NMR spectroscopy.