Reacción #169929

Ecuación de reacción

3-bromophenol

acetyl chloride

→

liquid

Rendimiento 74.0%

3-bromophenyl acetate

Rendimiento 74.0%

Disolventes

pyridine

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroPyridine and dichloromethane was evaporated in vacuo
2. 2
   workup.ADDITIONWater (600 mL) was added
3. 3
   ExtracciónThe reaction mixture was extracted with ethyl acetate (500 mL×3)
4. 4
   Secadothe organic phase was dried over anhydrous sodium sulfate
5. 5
   Filtraciónfiltrated
6. 6
   Concentraciónconcentrated
7. 7
   Otropurified by column chromatography (PE:EA=60:1)

Procedimiento

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%).

Fuente