Triethylamine → HCID 18919744, compound

Participants

Reaction Steps

0.45 g (0.003 mol) of 2,4-dimethylbenzoic acid were boiled under reflux in 5.2 ml (0.06 mol) of oxalyl chloride for 3 hrs. After removal of the excess oxalyl chloride the mixture was concentrated twice with 5 ml of toluene each time. The residue was dissolved in 20 ml of toluene, treated with 0.74 ml (0.0053 mol) of triethylamine and 0.574 g (0.003 mol) of 1-benzyl-4-hydroxypiperidine and boiled at reflux for 18 hrs. After removal of the solvent the residue was chromatographed on silica gel with ethyl acetate/hexane (1:3). 0.805 g (83%) of 1-benzyl-piperidin-4-yi 2,4-dimethyl-benzoate was obtained as a yellow oil. MS: me/e=324 (C21H26NO2 +).

Provenance & Evidence