Acetic Acid → HCID 18919742, compound

Participants

Reaction Steps

0.1025 g (0.00033 mol) of 1-benzyl-piperidin-4-yl 4-amino-benzoate was dissolved in 5 ml of acetonitrile and treated with 0.4 ml (0.0053 mol) of formaldehyde (37%) and 0.113 g (0.001534 mol) of NaBH3CN. The pH was adjusted to 6 with glacial acetic acid and the reaction mixture was stirred at 50° for 1 hr. Subsequently, the mixture was diluted with 25 ml of ether, washed with saturated bicarbonate solution and saturated sodium chloride solution and the org. phase was dried over magnesium sulfate. After removing the solvent the residue was chromatographed over silica gel with dichloromethane/methanol (19:1). 0.078 g (70%) of 1-benzyl-piperidin-4-yl 4-dimethylamino-benzoate was obtained as white crystals; m.p. 103°.

Provenance & Evidence