Acetic Acid → HCID 18919856, compound

Participants

Reaction Steps

0.2 g (0.00064 mol) of 1-benzyl-piperidin-4-yl 2-amino-benzoate was dissolved in 10 ml of acetonitrile and treated with 0.5 ml (0.0064 mol) of formaldehyde (37%) and 0.24 g (0.0032 mol) of NaBH3CN. The pH was adjusted to 6 by the addition of glacial acetic acid. The mixture was stirred at room temperature for 12 hrs., a further 0.15 g of NaBH3CN and 0.2 ml of formaldehyde were then. added and the pH was again adjusted to 6 by means of glacial acetic acid. After stirring for a further 2 hrs. the mixture was taken up in 100 ml of ether/water (1:1) and the organic phase was washed twice with saturated bicarbonate solution and once with saturated sodium chloride solution and dried over MgSO4. The residue was chromatographed on silica gel with dichloromethanelmethanol (39:1) as the eluent. 0.128 g (61%) of 1-benzyl-piperidin-4-yl 2-methylamino-benzoate was obtained as a colorless oil. MS: me/e=325 (C20H25N2O2 +).

Provenance & Evidence