反应 #2006424

反应方程式

4-bromocinnamic acid

ammonium chloride

→

beige solid

收率 73.0%

3-(4-Bromophenyl)-propanoic Acid

收率 73.0%

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   温度at reflux for 12 hours
2. 2
   萃取the aqueous layer was extracted with ethyl acetate 3 times
3. 3
   洗涤Combined organic layers were washed with water and brine
4. 4
   干燥dried over anhydrous magnesium sulfate
5. 5
   过滤filtered
6. 6
   浓缩concentrated under vacuo
7. 7
   其他The resulting solid was purified by flash chromatography
8. 8
   洗涤eluting with 5% methanol

实验过程

Under nitrogen atmosphere in a 250 mL round bottomed flask containing 4-bromocinnamic acid (5.0 g, 22 mmoles) in 45 mL of N,N-dimethylformamide (0.5 M) was added benzenesulfonylhydrazide (7.6 g, 44 mmoles). The mixture was stirred at reflux for 12 hours. The solution was cooled at room temperature, aqueous saturated ammonium chloride was added and the aqueous layer was extracted with ethyl acetate 3 times. Combined organic layers were washed with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated under vacuo. The resulting solid was purified by flash chromatography eluting with 5% methanol:95% dichloromethane to afford 3.66 g (73%) of beige solid.

来源