Reacción #157743
ord-dc5ef1fb50724008913e69dd4a136d44
Ecuación de reacción
water
2,2,2-Trifluoroethyliodide
potassium carbonate
4-bromo-2-chlorophenol
→
4-bromo-2-chloro-1-(2,2,2-trifluoroethoxy)benzene
Rendimiento 43.0%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1TemperaturaThe reaction solution was cooled to room temperature
- 2Extracciónfollowed by extraction with ethyl acetate
- 3LavadoThe organic layer was washed with brine
- 4Secadodried over anhydrous magnesium sulfate
- 5Filtraciónfiltered
- 6OtroThe solvent was then evaporated under reduced pressure
- 7OtroThe residue was purified by silica gel column chromatography (hexane only)
Procedimiento
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%).