Journal of Organic Chemistry p. 4161 - 4165 (1984)
Update date:2022-08-05
Topics:
Kamitori, Yasuhiro
Hojo, Masaru
Masuda, Ryoichi
Izumi, Tatsuo
Tsukamoto, Shuichi
In the presence of silica gel, the reaction of phenol with t-BuBr was examined under a variety of conditions and it was found that silica gel is an effective catalyst for the alkylation.As a result of this work 2-tert-butyl-, 2,6-di-tert-butyl-, and 2,4,6-tri-tert-butylphenols, all of which are hard to obtain directly by the Friedel-Crafts process, could be prepared easily by this one-step reaction.Several other alkyl halides were also used in this reaction.The alkylations of some heterocyclic aromatic compounds which cannot be alkylated by the conventional Friedel-Crafts method were also succesfully performed by this reaction.
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