反应 #2329016

反应方程式

Cyclohexene oxide

4-fluoro-2-(trifluoromethyl)benzonitrile

potassium carbonate

water

→

4-(2-hydroxy-cyclohexyloxy)-2-trifluoromethyl-benzonitrile

收率 50.0%

溶剂

DMF

反应条件

后处理

1. 1
   温度to cool
2. 2
   萃取extracted with ethyl acetate (200 mL) three times
3. 3
   洗涤The combined extracts were washed with water (300 mL), 0.5M NaOH (300 mL), water (300 mL)
4. 4
   干燥The organic phase was dried over sodium sulfate
5. 5
   过滤filtered
6. 6
   其他evaporated
7. 7
   其他The crude material was purified by chromatography on silica
8. 8
   洗涤eluting with a 2:1 solution of hexane

实验过程

Cyclohexene oxide (13.11 g, 133.6 mmol), 4-fluoro-2-(trifluoromethyl)benzonitrile (5.00 g, 26.72 mmol), and potassium carbonate (5.539 g, 40.08 mmol) in DMF (dimethylformamide) (50 mL) were heated to 95° C. for 14 hours. The reaction was then allowed to cool. The reaction was added to water (300 mL) and then extracted with ethyl acetate (200 mL) three times. The combined extracts were washed with water (300 mL), 0.5M NaOH (300 mL), water (300 mL), and a 15% sodium chloride solution (300 mL). The organic phase was dried over sodium sulfate, filtered and evaporated. The crude material was purified by chromatography on silica, eluting with a 2:1 solution of hexane:ethyl acetate. This yielded the desired product, 4-(2-hydroxy-cyclohexyloxy)-2-trifluoromethyl-benzonitrile (3.8 g, 50% yield).

来源