Bromine → 4-Bromo-2-fluoroanisole

306 g of 2-fluoroanisole was dissolved in 750 ml of chloroform. To the resulting solution, was added dropwise 389 g of bromine under stirring at room temperature. After the completion of the addition, the reaction mixture was heated under reflux for nine hours and then allowed to cool to room temperature. The mixture was washed with 500 ml of a 5% aqueous solution of sodium hydroxide and then the organic layer was washed with 500 ml portions of water thrice. The organic layer was separated and dried over anhydrous sodium sulfate. After distilling off the solvent, the residue was purified by distillation (main fraction: 14 mmHg, 98°-100° C.) to thereby give 454 g of 2-fluoro-4-bromoanisole. Yield: 91%.

1. additionAfter the completion of the addition
2. temperaturethe reaction mixture was heated
3. temperatureunder reflux for nine hours
4. temperatureto cool to room temperature
5. washThe mixture was washed with 500 ml of a 5% aqueous solution of sodium hydroxide
6. washthe organic layer was washed with 500 ml portions of water thrice
7. customThe organic layer was separated
8. dry with materialdried over anhydrous sodium sulfate
9. distillationAfter distilling off the solvent
10. distillationthe residue was purified by distillation (main fraction: 14 mmHg, 98°-100° C.)

ORD record

ord-9e1834d3d0e64ef9a0f686c5824a9c9f

Source dataset

uspto-grants-1991_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04997942