Journal of fluorine chemistry

Synthesis of 4-[4′-bis (2 ″-chloroethyl) aminophenyl]-3, 3, 4, 4-tetrafluorobutanoic acid [3, 3, 4, 4-tetrafluorochlorambucil]

CW Buss, PL Coe, JC Tatlow

Index: Buss, Christopher W.; Coe, Paul L.; Tatlow, John Colin Journal of Fluorine Chemistry, 1998 , vol. 88, # 2 p. 111 - 116

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Abstract

Reaction of 2, 2-dichloro-2-(4′-nitrophenyl) acetonitrile with mercury (II) oxide/pyridinium poly (hydrogen fluoride),(aqueous work-up), gave 2, 2-difluoro-2-(4′-nitrophenyl) acetamide, from which were made the parent acid and thence its acid chloride. This and ethyl propanedioate/methyl lithium afforded ethyl 4, 4-difluoro-4-(4′-nitrophenyl)-3- oxobutanoate, converted by SF4/HF into ethyl 3, 3, 4, 4-tetrafluoro-4-(4′-nitrophenyl) ...