Chlorination and decarboxylation of (heptafluoronaphthalen-2-yl)acetic acid. Synthesis of 2-(dichloromethyl)- and 2-(difluoromethyl)heptafluoronaphthalenes
- Authors: Sinyakov V.R.1, Mezhenkova T.V.1, Karpov V.M.1, Zonov Y.V.1,2
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Affiliations:
- Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
- Novosibirsk State University
- Issue: Vol 52, No 10 (2016)
- Pages: 1427-1431
- Section: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/215034
- DOI: https://doi.org/10.1134/S1070428016100092
- ID: 215034
Cite item
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.
About the authors
V. R. Sinyakov
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
Email: karpov@nioch.nsc.ru
Russian Federation, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090
T. V. Mezhenkova
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
Email: karpov@nioch.nsc.ru
Russian Federation, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090
V. M. Karpov
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch
Author for correspondence.
Email: karpov@nioch.nsc.ru
Russian Federation, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090
Ya. V. Zonov
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch; Novosibirsk State University
Email: karpov@nioch.nsc.ru
Russian Federation, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090; ul. Pirogova 2, Novosibirsk, 630090
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