反应 #1797507

反应方程式

Water

3-Bromophenol

sodium nitrate

water

→

title compound

收率 20.0%

5-bromo-2-nitrophenol

收率 20.0%

溶剂

sulfuric acid

反应条件

后处理

1. 1
   萃取the resulting mixture was extracted with diethyl ether
2. 2
   干燥the extract was dried (MgSO4)
3. 3
   过滤filtered
4. 4
   浓缩concentrated
5. 5
   其他The residue was purified by flash chromatography (silica gel, 10% ethyl acetate/hexanes)

实验过程

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.

来源