Triethylamine → HCID 18919746, compound

Participants

Reaction Steps

2.0 g (0.0093 mol) of 4-bromo-2-methylbenzoic acid were boiled under reflux in 15 ml (0.175 mol) of oxalyl chloride for 3 hrs. After removal of the excess oxalyl chloride the mixture was concentrated twice with 10 ml of toluene each time. The residue was dissolved in 15 ml of toluene, treated with 2.33 ml (0.01675 mol) of triethylamine and 2.67 g (0.01395 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). 2.12 g (59%) of 1-benzyl-piperidin-4-yl 4-bromo-2-methyl-benzoate were obtained as a yellow oil.

Provenance & Evidence