تفاعل #2006424

معادلة التفاعل

4-bromocinnamic acid

ammonium chloride

→

beige solid

المردود 73.0%

3-(4-Bromophenyl)-propanoic Acid

المردود 73.0%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 12 hours
2. 2
   استخلاصthe aqueous layer was extracted with ethyl acetate 3 times
3. 3
   غسيلCombined organic layers were washed with water and brine
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated under vacuo
7. 7
   أخرىThe resulting solid was purified by flash chromatography
8. 8
   غسيلeluting with 5% methanol

الإجراء التجريبي

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.

المصدر