Hydrochloric Acid → 1-(4-Dimethylamino-4-phenylcyclohexyl)-2-phenoxyethanol

Participants

Reaction Steps

2 M hydrochloric acid (10 ml) was added to a solution of {4-[1-(1-ethoxy-ethoxy)-2-phenoxyethyl]-1-phenylcyclohexyl}dimethylamine (892 mg, 2.16 mmol) in acetone (30 ml) and the mixture was stirred at room temperature overnight. The pH of the mixture was then rendered alkaline with 0.5 M sodium hydroxide solution and the mixture was subsequently extracted with methylene chloride (3×30 ml). The combined organic phases were dried with sodium sulfate and concentrated in vacuo. The crude product (1.26 g) was purified by flash chromatography with ethyl acetate/methanol (9:1→0:1).

Provenance & Evidence