Réaction #42735

Équation de réaction

2,3-difluorophenol

aluminium chloride

(4-chlorophenyl)acetyl chloride

→

title compound

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

Solvants

1,2-dichloroethane

1,2-dichloroethane

water

Conditions de réaction

Traitement

1. 1
   Températureis heated in an oil bath at 90° C. overnight
2. 2
   TempératureThe reaction mixture is cooled to room temperature
3. 3
   Extractionextracted with ethyl acetate
4. 4
   SéchageThe organic phase is dried over anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Autreevaporated to dryness in vacuo
7. 7
   Autreto afford a brown solid
8. 8
   AutreThis is triturated with hexane/ethyl acetate (9:1)
9. 9
   Filtrationfiltered
10. 10
    Autredried

Mode opératoire

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.

Source