Hydrochloric Acid → 4-Butyl-4-(pyrrolidin-1-yl)cyclohexanone

Participants

Reaction Steps

Water (10.0 ml) and 37% hydrochloric acid (14.0 ml) were added to a solution of 1-(8-butyl-1,4-dioxaspiro[4.5]dec-8-yl)pyrrolidine (2.70 g, 10.1 mmol) in acetone (100 ml) and the mixture was stirred at room temperature overnight. 4 M sodium hydroxide solution was then slowly added dropwise to the mixture until pH 10 was reached. The mixture was extracted with diethyl ether (4×40 ml) and the combined organic phases were dried with sodium sulfate and concentrated i. vac. The crude produce (2.6 g) was purified by flash chromatography (260 g, 30×5.6 cm) with ethyl acetate/methanol (9:1).

Provenance & Evidence