反应详情

温度

0 °C

To a slurry of 2-chloro-5-methanesulfonyl-aniline (4.50 g, 21.9 mmol) in 48% HBr (12 mL) at 0° C. was added dropwise a solution of sodium nitrite (2.28 g, 33 mmol) in H2O (8 mL) at such a rate that the temperature never exceeds 5° C. The resulting yellow mixture was allowed to stir 20 min at 0° C. and then charged with copper(I) bromide (3.3 g, 23 mmol). After 30 min the resulting mixture was extracted with EtOAc (2×100 mL) and the combined extracts were washed successively with satd NH4Cl, 3N HCl and brine, then dried (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography (silica, EtOAc/Hex, 0:100 to 50:50) to give the title compound (4.92 g, 83%) as a white solid. GC-MS (EI): 268, 270.

1. extractionAfter 30 min the resulting mixture was extracted with EtOAc (2×100 mL)
2. washthe combined extracts were washed successively with satd NH4Cl, 3N HCl and brine
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated under reduced pressure
5. customThe resulting residue was purified by chromatography (silica, EtOAc/Hex, 0:100 to 50:50)