Hydroxy Ketones-Part XII: Fries Rearrangement of the Esters of Cyclohexane Butyric Acid

Abstract

Six esters of phenol, o-,m- and p-cresols, 1-and 2-naphthols with Cyclohexane butyric acid were prepared by condensing Cyclohexane butyryl chloride with the respective phenols and subjected to Fries rearrangement at 120 degree centigrade and 160 degree centigrade in the absence of a solvent. Two isomeric hydroxy ketones, wherever demanded by theory, were isolated by employing chemical methods although the yields of these were low ranging between 2 and 16.6%; these have been characterised through their 2: 4-dinitrophenylhydrazones.