2-BROMO-4-FLUORO-6-NITROTOLUENE synthesis

Yield:502496-33-5 100%

Reaction Conditions:

with N-Bromosuccinimide;sulfuric acid;trifluoroacetic acid at 20; for 16 h;

Steps:

23.23a

Step 23a: 3-Bromo-5-fluoro-2-methylbenzenamine (Compound 0104-69)To a solution of 4-fluoro-2-nitrotoluene (10.0 g, 64.4 mmol) in trifluoroacetic acid (40 mL) was added con. sulfuric acid (12.5 mL) followed by NBS (17.2 g, 96.6 mmol) and the reaction mixture was stirred at room temperature for 16 h. Then the reaction mixture was poured into ice and water and stirred for 15 min. Extracted with ethyl acetate and the organic layer was washed with brine, dried, concentrated to get compound l-bromo-5- fluoro-2-methyl-3 -nitrobenzene (15.0 g, 100%) as a yellow oil. 1H NMR (400 MHz, OMSO-d₆) δ 2.41 (s, 3H), 7.96 (dd, J= 8.0, 2.4 Hz, 1H), 8.02 (dd, J= 8.0, 2.4 Hz, 1H).

References:

WO2011/130628,2011,A1 Location in patent:Page/Page column 155