Reacción #1568067

Ecuación de reacción

5-Bromo-2-nitrophenol

methyl 2-chloro-2,2-difluoroacetate

Potassium carbonate

→

title compound

Rendimiento 30.5%

2-(Difluoromethoxy)-4-bromo-1-nitrobenzene

Rendimiento 30.5%

Disolventes

DMF

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was cooled to room temperature
2. 2
   LavadoThe organic solution was washed with water (20 mL), brine (20 mL)
3. 3
   Secadodried over sodium sulphate
4. 4
   Concentraciónconcentrated in vacuo
5. 5
   OtroThe residue was purified by silica gel column chromatography
6. 6
   Lavadoeluting with 20% dichloromethane in hexanes

Procedimiento

5-Bromo-2-nitrophenol (1 g, 4.59 mmol) and methyl 2-chloro-2,2-difluoroacetate (991 mg, 6.9 mmol) were dissolved in dry DMF (3 mL). Potassium carbonate (1.27 g, 9.18 mmol) was added and the reaction was stirred at 120° C. for 1 hour. The reaction was cooled to room temperature and diluted with ethyl acetate (20 mL). The organic solution was washed with water (20 mL), brine (20 mL), dried over sodium sulphate and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 20% dichloromethane in hexanes to afford the title compound as a dark brown oil (375 mg, 30%).

Fuente