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Russian Journal of Organic Chemistry

, Volume 52, Issue 10, pp 1427–1431 | Cite as

Chlorination and decarboxylation of (heptafluoronaphthalen-2-yl)acetic acid. Synthesis of 2-(dichloromethyl)- and 2-(difluoromethyl)heptafluoronaphthalenes

  • V. R. Sinyakov
  • T. V. Mezhenkova
  • V. M. Karpov
  • Ya. V. Zonov
Article

Abstract

Decarboxylation of (heptafluoronaphthalen-2-yl)acetic acid in DMF in the presence of NaHCO3 gave 2-methylheptafluoronaphthalene, and treatment with PCl5 on heating afforded dichloro(heptafluoronaphthalen-2-yl)acetic acid. Decarboxylation of the latter in DMF led to the formation of 2-(dichloromethyl)-heptafluoronaphthalene which was converted to 2-(difluoromethyl)heptafluoronaphthalene by heating with cesium fluoride.

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Copyright information

© Pleiades Publishing, Ltd. 2016

Authors and Affiliations

  • V. R. Sinyakov
    • 1
  • T. V. Mezhenkova
    • 1
  • V. M. Karpov
    • 1
  • Ya. V. Zonov
    • 1
    • 2
  1. 1.Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian BranchRussian Academy of SciencesNovosibirskRussia
  2. 2.Novosibirsk State UniversityNovosibirskRussia

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