Sulfuric Acid → 4-Bromo-5-fluoro-2-nitrotoluene

Participants

Reaction Steps

A mixture of 5-fluoro-2-nitrotoluene (1.00 g), silver nitrate (2.21 g), bromine (0.37 ml) and conc. sulfuric acid (6 ml) was stirred for 1 hour under cooling with ice. The reaction mixture was added dropwise to ice water and then subjected to extraction with chloroform. The organic layer was washed with saturated sodium hydrogencarbonate solution, dried with anhydrous magnesium sulfate and then concentrated at reduced pressure to give the titled compound in admixture with its regioisomer at a ratio of 5:3 (yield, 83%).

Provenance & Evidence