Diethyl Ether → 1-(4-Dimethylamino-4-phenylcyclohexyl)-2-phenoxyethanone

Participants

Reaction Steps

A 15% solution of Dess-Martin periodinane in methylene chloride (22.9 g, 8.10 mmol) was added to a solution of 1-(4-dimethylamino-4-phenylcyclohexyl)-2-phenoxyethanol (800 mg, 2.35 mmol) in anhydrous methylene chloride (25 ml). The mixture was stirred at room temperature for 4 h and then at 40° C. for 1.5 h and diethyl ether (100 ml) was then added. The suspension was washed with 25% potassium carbonate solution, 5% sodium bicarbonate solution, 1 M sodium thiosulfate solution and water (50 ml of each). The organic phase was dried with sodium sulfate and concentrated i. vac.

Provenance & Evidence