Hydrochloric Acid → 4-(Dimethylamino)-4-(3-fluorophenyl)cyclohexan-1-one

Participants

Reaction Steps

[8-(3-Fluoro-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-dimethyl-amine hydrochloride (2.80 g, 8.86 mmol) was dissolved in water (3.7 ml), concentrated hydrochloric acid (5.5 ml) was added and the mixture was stirred at RT for 4 d. When the hydrolysis had ended, the reaction mixture was extracted with ether (2×10 ml) and the aqueous solution was rendered alkaline with 5 N sodium hydroxide solution, while cooling with ice, the reaction mixture was extracted with methylene chloride (3×50 ml) and the organic phase was dried over sodium sulfate and concentrated i. vac. The crude product was purified by flash chromatography with CHCl3/MeOH (20:1).

Provenance & Evidence