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beta-Hydroxyalkylation of sterically hindered phenols with epoxides in acid medium Full article

Journal Russian Journal of General Chemistry
ISSN: 1070-3632 , E-ISSN: 1608-3350
Output data Year: 2011, Volume: 81, Number: 2, Pages: 354-360 Pages count : DOI: 10.1134/S1070363211020125
Authors Krysin A. P. 1 , Amitina S. A. 1 , Egorova T. G. 1 , Vasiliev V. G. 1
Affiliations
1 (Данные Web of science) Russian Acad Sci, Siberian Branch, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

Abstract: Reactions of 2,6-dialkylphenols with ethylene oxide, propylene oxide and epichlorohydrin in the presence of SnCl(4) at the temperature from -5 to +5A degrees C leads to the formation of respective phenols containing a hydroxy group in the beta-position of the aliphatic chain of the para-substituent. The conditions for maximum selectivity of the reaction of 2,6-di-tert-butylphenol with ethylene oxide were determined. By HPLC-MS method the directions of the side reactions were explored. The method has been successfully tested in a pilot installation. With 2,6-dimethylphenol instead of 2,6-di-tert-butylphenol a sharp increase occurs in the content of ethers in the reaction product. With epichlorohydrin, 2,6-di-tert-butylphenol affords a product, which is easily converted into an epoxide containing a sterically hindered phenol in its structure.
Cite: Krysin A.P. , Amitina S.A. , Egorova T.G. , Vasiliev V.G.
beta-Hydroxyalkylation of sterically hindered phenols with epoxides in acid medium
Russian Journal of General Chemistry. 2011. V.81. N2. P.354-360. DOI: 10.1134/S1070363211020125 WOS Scopus РИНЦ OpenAlex
Original: Крысин А.П. , Амитина С.А. , Егорова Т.Г. , Васильев В.Г.
ß-гидроксиалкилирование пространственно-затрудненных фенолов эпоксидами в кислой среде
Журнал общей химии (RUSS J GEN CHEM+). 2011. Т.81. №2. С.254-260. РИНЦ
Dates:
Published print: Feb 1, 2011
Published online: Mar 25, 2011
Identifiers:
Web of science: WOS:000288803400012
Scopus: 2-s2.0-79955156047
Elibrary: 17003337
OpenAlex: W2022683447
Citing: Пока нет цитирований
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