Sodium Azide → HCID 18621467, compound

Participants

Reaction Conditions

Reaction Steps

Sodium azide was added to a solution of 4-benzyl-1-(3-p-toluenesulfonyloxypropyl)piperidine (0.216 g, 0.56 mmol) in DMF (5 mL). The resulting solution was stirred at 80° C. for 3 h then cooled at 25° C., diluted with water (50 mL) and extracted with diethyl ether (2×50 mL). The collected organic phase was washed with water (2×50 mL), dried and concentrated in vacuum to afford crude title compound as an oil (0.15 g). 1H-NMR (CDCl3): 1.2-1.4 (m, 2H), 1.4-1.6 (m, 1H), 1.628 (dd, J =13.2Hz, 2H), 1.761 (t, J=7.2Hz, 2H), 1.857 (t, J=11.4Hz, 2H), 2.367 (t, J=7.2Hz, 2H), 2.53 (d, J=7.2Hz, 2H), 2.86 (bd, J 11.4, 2H), 3.314 (t, J=6.9Hz, 2H), 7.14 (d, J=7.5Hz, 2H), 7.19 (d, J=6.9, 1H), 7.275 (t, J=7.2Hz, 2H).

Provenance & Evidence