반응 #45792

반응 방정식

5-Bromo-2-(2,2-dimethylpropionylamino)-3-hydroxybenzoic acid

nitric acid

→

5-bromo-2-(2,2-dimethylpropionylamino)-3-hydroxy-6-nitrobenzoic acid

용매

acetic acid

반응 조건

후처리

1. 1
   기타the solvent was evaporated away under reduced pressure
2. 2
   세척The organic layer was again washed with saturated brine
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   여과After filtration
5. 5
   기타the solvent was evaporated away

실험 절차

5-Bromo-2-(2,2-dimethylpropionylamino)-3-hydroxybenzoic acid (I-220) was dissolved in acetic acid (3 ml), then fuming nitric acid (22 μl, 0.52 mmol) was added at room temperature. After stirring at room temperature for 1 hour, the solvent was evaporated away under reduced pressure. The residue was fractionated with ethyl acetate and saturated brine. The organic layer was again washed with saturated brine, and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated away and the resulting residue was subjected to column chromatography with silica gel, and the fraction with hexane:ethyl acetate=3:1 gave 5-bromo-2-(2,2-dimethylpropionylamino)-3-hydroxy-6-nitrobenzoic acid (61 mg, 36) and the entitled compound (22 mg, 13%).

출처