Abstract

In the course of the Fries rearrangement, aluminium chloride frequently induces migration or elimination of alkyl groups. The results obtained with titanium tetrachloride for the synthesis of vicinalo-hydroxyketones are compared with those obtained with aluminium chloride for some aliphatic and aromatic esters of isopropylcresols. In order to understand the migration and elimination processes occurring, the stabilities of theo-hydroxyketones are studied in the presence of aluminium chloride at different temperatures. Furthermore, all-vicinalo-hydroxyketones were prepared by the Fries rearrangement of 6-tert-butyl-p-thymol with titanium tetrachloride.

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