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Synthesis 1997; 1997(12): 1411-1414
DOI: 10.1055/s-1997-1385
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Synthesis of Dihalophenylacetic Acids Using Aromatic Nucleophilic Substitution Strategy

Bruce A. Kowalczyk*
  • *Chemical Development, Roche Bioscience, 3401 Hillview Ave., Palo Alto, CA 94304, USA, Fax +1(415)3547929; E-mail: bruce.kowalczyk@roche.com
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Publikationsdatum:
31. Dezember 2000 (online)

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A simple synthetic strategy to dihalophenylacetic acids and specifically 3,5-difluorophenylacetic acid an important pharmaceutical intermediate was developed. The aromatic nucleophilic substitution of dihalofluorobenzenes using the anion of ethyl cyanoacetate yielded ethyl dihalophenylcyanoacetates. The basic decaroxylation of the ethyl dihalophenylcyanoacetates produced targeted dihalophenylacetic acids.

RS-25560 - dihalophenylacetic acids - aromatic nucleophilic substitution - decarboxylation