2,4-Dimethylphenol → Cyclohexyl 3,5-dimethyl-2-hydroxyphenyl ketone

Participants

Reaction Conditions

Reaction Steps

A mixture of 194 g of 2,4-xylenol and 233 g of cyclohexylcarbonyl chloride was stirred at 110° C. for 1 hour and then thereto was gradually added 318 g of anhydrous aluminum chloride, followed by stirring for further 1 hour at 110° C. The reaction mixture was added to 2 liters of ice water and the organic layer was extracted with 2 liters of chloroform. The extract was washed successively with water and then with a saturated aqueous sodium chloride solution and thereafter dried with anhydrous magnesium sulfate. The chloroform was distilled off under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: n-hexane) to obtain 256.2 g of cyclohexyl 3,5-dimethyl-2-hydroxyphenyl ketone. Brown oily substance.

Provenance & Evidence