反应 #61157

反应方程式

4-acetylamino-piperidinium acetate

2-fluoro-1-nitrobenzene

triethylamine

→

title compound

收率 5.0%

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

收率 5.0%

溶剂

DMF

反应条件

后处理

1. 1
   其他The solvents were removed in vacuo
2. 2
   其他the residue was purified by silica gel preparative TLC
3. 3
   洗涤eluting with dichloromethane/hexane/acetonitrile (47.5/47.5/5 v:v:v)

实验过程

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).

来源