반응 #169929

반응 방정식

3-bromophenol

acetyl chloride

→

liquid

수율 74.0%

3-bromophenyl acetate

수율 74.0%

용매

pyridine

dichloromethane

반응 조건

후처리

1. 1
   기타Pyridine and dichloromethane was evaporated in vacuo
2. 2
   workup.ADDITIONWater (600 mL) was added
3. 3
   추출The reaction mixture was extracted with ethyl acetate (500 mL×3)
4. 4
   건조the organic phase was dried over anhydrous sodium sulfate
5. 5
   여과filtrated
6. 6
   농축concentrated
7. 7
   기타purified by column chromatography (PE:EA=60:1)

실험 절차

To a stirred suspension of 3-bromophenol (50 g, 0.29 mol) in pyridine (200 mL) and dichloromethane (100 mL) was added dropwise acetyl chloride (25 mL, 0.35 mol) at 0° C. and the mixture was stirred 18 h at room temperature. LC-MS showed that the reaction was complete. Pyridine and dichloromethane was evaporated in vacuo. Water (600 mL) was added and acidified with hydrochloric acid at pH 2. The reaction mixture was extracted with ethyl acetate (500 mL×3) and the organic phase was dried over anhydrous sodium sulfate, filtrated, concentrated and purified by column chromatography (PE:EA=60:1) to afford compound E-1 as a colorless liquid (46 g, 74%).

출처