反应 #2320157

反应方程式

ethyl acetate

NaHCO3

3-hydoxypyridine sodium salt

2-fluoronicotinonitrile

→

title compound

2-(Pyridin-3-yloxy)-benzonitrile

溶剂

N,N-dimethyl formamide

反应条件

后处理

1. 1
   过滤was filtered
2. 2
   其他to remove black tar
3. 3
   萃取extracted with ethyl acetate (3×30 ml)
4. 4
   干燥The combined organic extracts were dried (Na2SO4)
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他The crude product was purified by flash column chromatography on silica gel

实验过程

To a solution of 3-hydoxypyridine sodium salt (purchased from Acros) (2.54 g, 26.71 mmol) in N,N-dimethyl formamide (50 mL) was added 2-fluoronicotinonitrile (3.32 g, 26.68 mmol) dropwise and the solution was heated at 100° C. for 2 hours. To the reaction mixture was added ethyl acetate (100 mL) and 1M NaHCO3 (150 mL) and it was filtered to remove black tar. The filtrate was decolorized with activated charcoal and extracted with ethyl acetate (3×30 ml). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The crude product was purified by flash column chromatography on silica gel using dichloromethane to give the title compound. MS (ESI+) m/z 197 (M+H)+.

来源