Реакция #169929

Уравнение реакции

3-bromophenol

acetyl chloride

→

liquid

Выход 74.0%

3-bromophenyl acetate

Выход 74.0%

Растворители

pyridine

dichloromethane

Условия реакции

Обработка

1. 1
   ДругоеPyridine and dichloromethane was evaporated in vacuo
2. 2
   workup.ADDITIONWater (600 mL) was added
3. 3
   ЭкстракцияThe reaction mixture was extracted with ethyl acetate (500 mL×3)
4. 4
   Сушкаthe organic phase was dried over anhydrous sodium sulfate
5. 5
   Фильтрацияfiltrated
6. 6
   Концентрированиеconcentrated
7. 7
   Другоеpurified by column chromatography (PE:EA=60:1)

Методика

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%).

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