HCID 58495622, compound → HCID 58495452, compound

Participants

Reaction Steps

Bubble nitrogen for 10 min into a solution of 4-(2-cyclohexyl-2-oxo-ethyl)-benzonitrile (478 mg, 2.10 mmol) in methanol (80 mL) with concentrated HCl (5 drops). Add 10% Pd/C (Degussa type E101, 96 mg) and submit the mixture to hydrogenation at atmospheric pressure overnight. Filter the catalyst through Celite® and concentrate in vacuo to obtain the hydrochloride salt of the title compound. Wash with diethyl ether/hexane (1:1) and filter the white solid. Add saturated aqueous NaHCO3 and extract twice with EtOAc. Dry the combined organic extracts over MgSO4, filter and concentrate in vacuo to obtain the title compound as a yellow oil (145 mg, 30%). MS (ES+) m/z: 232 (M+H)+.

Provenance & Evidence