Hydrochloric Acid → HCID 86594081, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (+/−)-trans-2-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-cyclohexanol (1.50 g, 6.25 mmol) in dioxane (45 ml) was treated with 5N hydrogen chloride (10 ml). The mixture was warmed to 105° C. and stirred for 4 h. After cooling to room temperature, water (9 ml) was added to the mixture, which was then basified to pH 14 by slow addition of 5N sodium hydroxide. The mixture was then extracted three times with ethyl acetate and the combined organic extracts were dried with anhydrous sodium sulphate and concentrated. The residual oil was purified by flash chromatography on silica gel, eluting with methanol 0–5% in dichloromethane. (+/−)-trans-1-(2-Hydroxy-cyclohexyl)-piperidin-4-one (0.830 g, 68%) was obtained as a white solid, MS (ISP): m/e=198.3 (M+H+).

Provenance & Evidence