반응 #157759

반응 방정식

4-bromo-2-chlorophenol

potassium hydroxide

2-Chloro-2,2-difluoroacetophenone

→

4-bromo-2-chloro-1-(difluoromethoxy)benzene

수율 52.0%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도The reaction solution was cooled to room temperature
2. 2
   추출extracted with diethyl ether
3. 3
   세척The organic layer was washed with water and brine
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   여과filtered
6. 6
   기타The solvent was then evaporated under reduced pressure
7. 7
   기타The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1→10:1)

실험 절차

A solution of 4-bromo-2-chlorophenol (830 mg) and a 30% potassium hydroxide solution (16 mL) in acetonitrile (16 mL) was cooled to −78° C. 2-Chloro-2,2-difluoroacetophenone (2.95 mL) was added and the mixture was stirred at 80° C. for 40 hours. The reaction solution was cooled to room temperature and extracted with diethyl ether. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1→10:1) to give 4-bromo-2-chloro-1-(difluoromethoxy)benzene as a colorless oil (533 mg, 52%).

출처