Synthesis of (6,7-Dichlorononafluoro-5,6,7,8-tetrahydronaphthalen-2-yl)acetic Acid and Its Transformation into Perfluorinated 2-Methylnaphthalene and 6-Methyl-1,4-dihydronaphthalene

Synthesis of (6,7-Dichlorononafluoro-5,6,7,8-tetrahydronaphthalen-2-yl)acetic Acid and Its Transformation into Perfluorinated 2-Methylnaphthalene and 6-Methyl-1,4-dihydronaphthalene Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2017, Volume: 53, Number: 12, Pages: 1822-1827 Pages count : 6 DOI: 10.1134/S1070428017120065

Authors

Sinyakov V.R. ¹ , Mezhenkova T.V. ¹ , Karpov V.M. ¹ , Zonov Ya.V. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, Vorozhtsov Novosibirsk Inst Organ Chem, Pr Akad Lavrenteva 9, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Ul Pirogova 2, Novosibirsk 630090, Russia

2,3-Dichlorodecafluorotetralin reacted with ethyl cyanoacetate to give ethyl 2-cyano-2-(6,7-dichlorononafluoro-5,6,7,8-tetrahydronaphthalen-2-yl) acetate which was hydrolyzed to (6,7-dichlorononafluoro5,6,7,8-tetrahydronaphthalen-2-yl) acetic acid. The latter was treated with PCl5 on heating to obtain 2,2-dichloro-(6,7-dichlorononafluoro-5,6,7,8-tetrahydronaphthalen-2-yl) acetyl chloride which was converted to 2,3-dichlorononafluoro-6-trifluoromethyl-1,2,3,4-tetrahydronaphthalene by the action of SbF5. The reduction of 2,3-dichlorononafluoro-6-trifluoromethyl-1,2,3,4-tetrahydronaphthalene with zinc in 1,4-dioxane gave perfluoro- 6-methyl-1,4-dihydronaphthalene, and in DMF, perfluoro-2-methylnaphthalene.

Sinyakov V.R. , Mezhenkova T.V. , Karpov V.M. , Zonov Y.V.
Synthesis of (6,7-Dichlorononafluoro-5,6,7,8-tetrahydronaphthalen-2-yl)acetic Acid and Its Transformation into Perfluorinated 2-Methylnaphthalene and 6-Methyl-1,4-dihydronaphthalene
Russian Journal of Organic Chemistry. 2017. V.53. N12. P.1822-1827. DOI: 10.1134/S1070428017120065 WOS Scopus РИНЦ

Синяков В.Р. , Меженкова Т.В. , Карпов В.М. , Зонов Я.В.
Образование (6,7-дихлорперфтор-5,6,7,8-тетрагидронафталин-2-ил)- уксусной кислоты и синтез на её основе перфтор-2-метил- нафталина и перфтор-6-метил-1,4-дигидронафталина
Журнал органической химии (RUSS J ORG CHEM+). 2017. Т.53. №12. С.1786-1791. РИНЦ

Published print:	Dec 1, 2017
Published online:	Jan 25, 2018

Web of science	WOS:000423262100006
Scopus	2-s2.0-85040996527
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