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About selective methods of synthesis of 6-tert-butyl-2-methylphenol and 6-tert-butyl-2,4-dimethylphenol
Authors:A. P. Krysin  T. B. Khlebnikova  B. M. Khlebnikov  L. M. Pokrovskii  V. G. Vasil’ev
Affiliation:(1) Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia;(2) Boreskov Institute of Catalysis, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
Abstract:Vapor phase catalytic methylation with methanol of 2-tert-butylphenol at the temperature 280–300°C proceeds selectively with formation of 6-tert-butyl-2-methylphenol. Elevating reaction temperature above 300°C leads to formation of 2,6-dimethylphenol. Reaction of 2-tert-butylphenol with methanol in alkaline medium in the presence of zinc oxide is shown to lead initially to formation of a mixture of calixarenes and methylenebisphenols that at elevated temperature exert splitting leading in future to 6-tert-butyl-2,4-dimethylphenol. Obtaining it in this reaction from 2,2′-methylenebis-(6-tert-butyl-4-methylphenol) proceeds selectively. Pathways of the reductive methylation of methylenebisphenols with methanol in alkaline medium is considered.
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