تفاعل #1797507

معادلة التفاعل

Water

3-Bromophenol

sodium nitrate

water

→

title compound

المردود 20.0%

5-bromo-2-nitrophenol

المردود 20.0%

المذيبات

sulfuric acid

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe resulting mixture was extracted with diethyl ether
2. 2
   تجفيفthe extract was dried (MgSO4)
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated
5. 5
   أخرىThe residue was purified by flash chromatography (silica gel, 10% ethyl acetate/hexanes)

الإجراء التجريبي

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.

المصدر