Conclusions
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1.
Methyl esters of fluorine-containing α-ketoacids with methylamine, regardless of the nature of the solvent, give addition products at the α-keto group and products of aminolysis of the ester group.
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2.
Esters of fluorine-containing α-ketoacids react regiospecifically with diethylamine at the ester group, giving N,N-diethylamides of α-hydroxy-α-methoxyfluorocarboxylic acids in aprotic media and diethylammonium salts of fluorine-containing α,α-dihydroxyfluorocarboxylic acids in proton donor media; upon heating, the diethylammonium salts eliminate water with the formation of diethylamides.
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V. I. Saloutin, I. A. Piterskikh, K. I. Pashkevich, I. Ya. Postivskii, and M. I. Kodess, Izv. Akad. Nauk SSSR, Ser. Khim., 439 (1980).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 625–634, March, 1986.
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Saloutin, V.I., Piterskikh, I.A. & Pashkevich, K.I. Esters of fluorine-containing α-keto acids in the reaction with amines. Russ Chem Bull 35, 570–579 (1986). https://doi.org/10.1007/BF00953228
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DOI: https://doi.org/10.1007/BF00953228