Reacción #42735

Ecuación de reacción

2,3-difluorophenol

aluminium chloride

(4-chlorophenyl)acetyl chloride

→

title compound

2-(4-Chlorophenyl)-1-(3,4-difluoro-2-hydroxy-phenyl)-ethanone

Disolventes

1,2-dichloroethane

1,2-dichloroethane

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais heated in an oil bath at 90° C. overnight
2. 2
   TemperaturaThe reaction mixture is cooled to room temperature
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   SecadoThe organic phase is dried over anhydrous magnesium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Otroevaporated to dryness in vacuo
7. 7
   Otroto afford a brown solid
8. 8
   OtroThis is triturated with hexane/ethyl acetate (9:1)
9. 9
   Filtraciónfiltered
10. 10
    Otrodried

Procedimiento

A mixture of aluminium chloride (7.66 g, 57.4 mmol, 1.5 eq.) and (4-chlorophenyl)acetyl chloride (8.7 g, 46 mmol, 1.2 eq.) in 1,2-dichloroethane (75 ml) is stirred at 0° C. for 30 min. A solution of 2,3-difluorophenol (5 g, 38.4 mmol) in 1,2-dichloroethane (25 ml) is added to the reaction mixture, which is heated in an oil bath at 90° C. overnight. The reaction mixture is cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic phase is dried over anhydrous magnesium sulfate, filtered and evaporated to dryness in vacuo to afford a brown solid. This is triturated with hexane/ethyl acetate (9:1), filtered and dried to afford the title compound as a pale brown fine solid which is 87% pure by HPLC analysis.

Fuente