Ethyl Acetate → 4-Fluoro-2,5-dimethylphenol

9.7 g of 4-fluoro-2,5-dimethylanisol was dissolved in 100 ml of dichloromethane and 76 ml of boron tribromide (1.0M dichloromethane solution) was added to the solution at 0° C. The resulting mixture was brought to room temperature, stirred for one hour, and poured into ice-water. 300 ml of ethyl acetate was added to the resultling mixture. The organic layer was washed with water, a saturated aqueous solution of sodium bicarbonate and brine successively, dried over magnesium sulfate. After the desiccant was filtered off, the resulting mixture was evaporated. The resulting crude product was purified by silica gel column chromatography to give 8.5 g of the title compound as a pale brown oil.

1. customwas brought to room temperature
2. washThe organic layer was washed with water
3. dry with materiala saturated aqueous solution of sodium bicarbonate and brine successively, dried over magnesium sulfate
4. filtrationAfter the desiccant was filtered off
5. customthe resulting mixture was evaporated
6. customThe resulting crude product was purified by silica gel column chromatography

ORD record

ord-d6a714e4fe5344f3ab2c513c68e6cbb5

Source dataset

uspto-grants-2002_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06358995B1