2-Bromo-5-fluorotoluene → 1-Bromo-4-fluoro-2-methyl-5-nitrobenzene

Participants

Reaction Steps

2.21 g (16.7 mmol) of nitronium tetrafluoroborate were suspended in 30 ml of dichloromethane. A solution of 3.0 g (15.9 mmol) of 2-bromo-5-fluorotoluene in 30 ml of dichloromethane was added dropwise under reflux. The mixture was then stirred under reflux for another 6 h. The mixture was then poured onto ice and extracted with dichloromethane, and the organic phase was washed with water, dried over sodium sulphate and concentrated on a rotary evaporator. This gave a yellow oil which formed crystals overnight. These were separated off, washed with 2 ml of pentane and dried. This gave 265 mg (6.9% of theory) of the title compound.

Provenance & Evidence