Sulfuric Acid → 1-Bromo-2-chloro-4-fluoro-5-nitrobenzene

Temperature

0 °C

To a mixture of 4-chloro-2-fluoronitrobenzene (1.00 g), silver sulfate (1.95 g) and concentrated sulfuric acid (5 ml), bromine (0.32 ml) was added under ice cooling and the resulting mixture was stirred at 0° C. for 30 min, then at room temperature for 1 h. The reaction mixture was put into ice water and subjected to extraction with ether. The organic layer was washed with water, a saturated aqueous sodium hydrogencarbonate solution and a saturated aqueous sodium chloride solution sequentially, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give 1.38 g of the titled compound (yield, 95%).

1. additionwas added under ice cooling
2. waitat room temperature for 1 h
3. extractionsubjected to extraction with ether
4. washThe organic layer was washed with water
5. dry with materiala saturated aqueous sodium hydrogencarbonate solution and a saturated aqueous sodium chloride solution sequentially, dried with anhydrous sodium sulfate
6. concentrationconcentrated under reduced pressure

ORD record

ord-3baa0efa25fb4d29ab1c4e4f726bae52

Source dataset

uspto-grants-2001_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06331553B1