Sciact
  • EN
  • RU

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

Abstract: 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.
Cite: 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 OpenAlex
Original: 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
Dates:
Published print: Dec 1, 2017
Published online: Jan 25, 2018
Identifiers:
Web of science: WOS:000423262100006
Scopus: 2-s2.0-85040996527
Elibrary: 35507342
OpenAlex: W2788337807
Citing:
DB Citing
Web of science 1
Scopus 1
Elibrary 1
OpenAlex 1
Altmetrics: