Bromine → 2-Bromo-4-fluoro-6-(trifluoromethyl)phenol

Temperature

50 °C

9 g (500 mmol) of 4-fluoro-2-(trifluoromethyl)-phenol is dissolved in 100 ml of dichloroethane, the solution is stirred at 50° C. and a solution of 9.6 g (60 mmol) of bromine in 30 ml of dichloroethane is instilled in the course of 2 hours. When the instillation is completed, it is stirred for 1 more hour at 50° C. and then concentrated by evaporation in a vacuum. The oily residue is dissolved in 100 ml of dichloroethane and shaken out three times with 20 ml of water each. The organic phase is dried on magnesium sulfate, filtered, concentrated by evaporation and the residue is chromatographed on silica gel 60 (Merck) ethyl acetate/hexane. 8.07 g (31.15 mmol)=62.3% of the theoretical yield is obtained as a partially crystalline solid.

1. customis instilled in the course of 2 hours
2. stirringit is stirred for 1 more hour at 50° C.
3. concentrationconcentrated by evaporation in a vacuum
4. dissolutionThe oily residue is dissolved in 100 ml of dichloroethane
5. stirringshaken out three times with 20 ml of water each
6. customThe organic phase is dried on magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated by evaporation
9. customthe residue is chromatographed on silica gel 60 (Merck) ethyl acetate/hexane
10. custom8.07 g (31.15 mmol)=62.3% of the theoretical yield
11. customis obtained as a partially crystalline solid

ORD record

ord-f69d5f2700994384aff503da6d4a1ad9

Source dataset

uspto-grants-1992_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05130119