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

ArticleLinkType.TRANSLATED_TO_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

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