반응 #1797507

반응 방정식

Water

3-Bromophenol

sodium nitrate

water

→

title compound

수율 20.0%

5-bromo-2-nitrophenol

수율 20.0%

용매

sulfuric acid

반응 조건

후처리

1. 1
   추출the resulting mixture was extracted with diethyl ether
2. 2
   건조the extract was dried (MgSO4)
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   기타The residue was purified by flash chromatography (silica gel, 10% ethyl acetate/hexanes)

실험 절차

3-Bromophenol (32.9 g, 0.19 mol) was added slowly to a cold (10° C.) solution of sodium nitrate (29.0 g, 0.34 mol) in conc. sulfuric acid; (40.0 g) and water (70.0 mL) and the resulting mixture was allowed to stir at room temperature for 2 h. Water (200 mL) was added and the resulting mixture was extracted with diethyl ether and the extract was dried (MgSO4), filtered and concentrated. The residue was purified by flash chromatography (silica gel, 10% ethyl acetate/hexanes) to afford first the title compound (8.1 g, 20%), mp 40-42° C., then the undesired isomer, 3-bromo-4-nitrophenol, as a yellow solid (12.7 g, 31%). mp 125-127° C.

출처