반응 #2006424

반응 방정식

4-bromocinnamic acid

ammonium chloride

→

beige solid

수율 73.0%

3-(4-Bromophenyl)-propanoic Acid

수율 73.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도at reflux for 12 hours
2. 2
   추출the aqueous layer was extracted with ethyl acetate 3 times
3. 3
   세척Combined organic layers were washed with water and brine
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated under vacuo
7. 7
   기타The resulting solid was purified by flash chromatography
8. 8
   세척eluting with 5% methanol

실험 절차

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.

출처