Bromine → 4-Bromo-2-fluoroanisole

Participants

Reaction Steps

To a flask containing 50 ml of chloroform was added 12.6 g of 2-fluoroanisole, and 16.0 g of bromine was added dropwise over 1 hour at 0° to 10° C. The mixture was stirred at the same temperature for 1 hour, and refluxed at 60° to 63° C. for 6 hours. After the reaction, the chloroform solution was washed with an aqueous solution of sodium hydrogen sulfite, an aqueous solution of sodium bicarbonate, and water, and dried over anhydrous sodium sulfate. The chloroform was evaporated to give 20.1 g of a crude product. The crude product was distilled under reduced pressure to give 16.2 g (yield 79%) of 4-bromo-2-fluoroanisole (95°-96° C./12 mmHg).

Provenance & Evidence