반응 #61157

반응 방정식

4-acetylamino-piperidinium acetate

2-fluoro-1-nitrobenzene

triethylamine

→

title compound

수율 5.0%

N-[1-(2-Nitro-phenyl)-piperidin-4-yl]-acetamide

수율 5.0%

용매

DMF

반응 조건

후처리

1. 1
   기타The solvents were removed in vacuo
2. 2
   기타the residue was purified by silica gel preparative TLC
3. 3
   세척eluting with dichloromethane/hexane/acetonitrile (47.5/47.5/5 v:v:v)

실험 절차

To a flask was added 4-acetylamino-piperidinium acetate (as prepared in the previous step) (800 mg, 4.00 mmol), DMF (40 mL), 2-fluoro-1-nitrobenzene (422 μL, 4.00 mmol), triethylamine (836 μL, 6.00 mmol) and the mixture stirred at RT for 17 h. The solvents were removed in vacuo and the residue was purified by silica gel preparative TLC eluting with dichloromethane/hexane/acetonitrile (47.5/47.5/5 v:v:v) yielded 55 mg (5%) of the title compound as a crystalline orange solid. 1H-NMR (400 MHz, CDCl3): δ 8.18 (m, 1H), 8.09 (br d, 1H, J=7.2 Hz), 7.45 (m, 1H), 6.88 (m, 1H), 6.67 (m, 1H), 4.38 (m, 1H), 3.86-3.74 (m, 1H), 3.32 (m, 1H), 3.07 (m, 1H), 2.14 (s, 3H), 1.67-1.52 (m, 2H).

출처