反応 #169929

反応方程式

3-bromophenol

acetyl chloride

→

liquid

収率 74.0%

3-bromophenyl acetate

収率 74.0%

溶媒

pyridine

dichloromethane

反応条件

後処理

1. 1
   その他Pyridine and dichloromethane was evaporated in vacuo
2. 2
   workup.ADDITIONWater (600 mL) was added
3. 3
   抽出The reaction mixture was extracted with ethyl acetate (500 mL×3)
4. 4
   乾燥the organic phase was dried over anhydrous sodium sulfate
5. 5
   ろ過filtrated
6. 6
   濃縮concentrated
7. 7
   その他purified by column chromatography (PE:EA=60:1)

実験手順

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%).

出典