反应 #72719

反应方程式

KHMDS

fluorobenzene

isobutyronitrile

→

objective compound

收率 50.4%

2-Methyl-2-phenylpropionitrile

收率 50.4%

溶剂

toluene

diethyl ether

toluene

反应条件

后处理

1. 1
   温度to cool to room temperature
2. 2
   洗涤washed with water and brine
3. 3
   干燥The organic fraction was dried over sodium sulfate
4. 4
   浓缩concentrated under reduced pressure
5. 5
   其他The product was purified by flash chromatography

实验过程

To a solution of fluorobenzene (5.85 mL, 62.4 mmol) in 100 mL of anhydrous toluene was added isobutyronitrile (22.5 mL, 250 mmol) followed by 200 mL (100 mmol) of a 0.5 M solution of KHMDS in toluene. The reaction was stirred at 80° C. for 24 hours. The reaction was then allowed to cool to room temperature, diluted with diethyl ether, and washed with water and brine. The organic fraction was dried over sodium sulfate and concentrated under reduced pressure. The product was purified by flash chromatography using an ethyl acetate/hexanes gradient to yield 4.57 g (50%) of the objective compound as a brown oil. MS: (ESI, Pos) m/z 168.0 (M+23). 1H NMR (500 MHz, CDCl3): δ (ppm) 7.48 (d, 2H), 7.39 (t, 2H), 7.31 (t, 1H), 1.73 (s, 6H).

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