Réaction #157743

Équation de réaction

water

2,2,2-Trifluoroethyliodide

potassium carbonate

4-bromo-2-chlorophenol

→

4-bromo-2-chloro-1-(2,2,2-trifluoroethoxy)benzene

Rendement 43.0%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction solution was cooled to room temperature
2. 2
   Extractionfollowed by extraction with ethyl acetate
3. 3
   LavageThe organic layer was washed with brine
4. 4
   Séchagedried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   AutreThe solvent was then evaporated under reduced pressure
7. 7
   AutreThe residue was purified by silica gel column chromatography (hexane only)

Mode opératoire

2,2,2-Trifluoroethyliodide (15.2 g) and potassium carbonate (10.0 g) were added to a solution of 4-bromo-2-chlorophenol (5.0 g) in N,N-dimethylformamide (20 mL), and the mixture was stirred at 80° C. for 20 hours. The reaction solution was cooled to room temperature and water was added, followed by extraction with ethyl acetate. The organic layer was washed with 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 only) to give 4-bromo-2-chloro-1-(2,2,2-trifluoroethoxy)benzene as a colorless oil (3.0 g, 43%).

Source