Benzoic Acid → HCID 18919821, compound

Participants

Reaction Steps

0.52 g (0.0023 mol) of 1-(4-methoxy-benzyl)-piperidin-4-ol was dissolved in 25 ml of dimethylformamide and treated with 0.14 g (0.0012 mol) of dimethylaminopyridine and 0.28 g (0.0023 mol) of benzoic acid. The mixture was cooled to 0° and 0.490 g (0.0025 mol) of N-ethyl-N'-(3-dimethylamino-propyl)-carbodiimide hydrochloride was added. The mixture was warmed to room temperature and stirred for 18 hrs. The solvent was distilled off and the residue was taken up in ethyl acetate and treated with silica gel. After removal of the solvent the residue was chromatographed on silica gel with ethyl acetate/hexane (1:3→1:2) as the eluent. 0.16 g (21%) of 1-(4-methoxy-benzyl)-piperidin-4-yl benzoate was obtained as a yellow oil. MS: me/e=326 (C20H24 NO3+).

Provenance & Evidence