Hydrochloride 4-(8-phenyl-1,4-dioxaspiro[4,5]dec-8-yl)pyrrolidine hydrochloride → 4-Pyrrolidin-4-yl-4-phenylcyclohexanone

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Reaction Steps

The hydrochloride 4-(8-phenyl-1,4-dioxaspiro[4,5]dec-8-yl)pyrrolidine hydrochloride (5.8 g, 17.9 mmol) was dissolved in 7.5N hydrochloric acid (16 ml) and stirred for 24 h at room temperature. On completion of hydrolysis the reaction mixture was extracted with diethyl ether (2×50 ml), the aqueous phase was made alkaline using 5N sodium hydroxide solution with ice cooling, extracted with dichloromethane (3×50 ml) and concentrated to small volume. The ketone 4-pyrrolidin-4-yl-4-phenylcyclohexanone was able to be isolated as a yellow solid with a melting point of 75-79° C. and a yield of 96% (4.1 g).

Provenance & Evidence