Acetone → HCID 14771334, compound

Participants

Reaction Steps

To 10 ml of an acetone solution containing 0.50 g of N-[2-(2-hydroxycyclohexyloxy)phenyl]methanesulfonamide was added 0.5 g of 8N Jones reagent (chromic acid-sulfuric acid) under ice cooling with stirring, and the mixture was stirred for 1 hour. Then, to the reaction solution was added 1 ml of isopropyl alcohol and water, and the mixture was extracted with dichloromethane. The dichloromethane layer was washed, in turn, with water and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (eluent; n-hexane:dichloromethane=1:1) and then recrystallized from ethanol-n-hexane to give 0.21 g of N-[2-(2-oxocyclohexyloxy)phenyl]methanesulfonamide.

Provenance & Evidence