Reacción #45792

Ecuación de reacción

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

nitric acid

→

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

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent was evaporated away under reduced pressure
2. 2
   LavadoThe organic layer was again washed with saturated brine
3. 3
   Secadodried over anhydrous sodium sulfate
4. 4
   FiltraciónAfter filtration
5. 5
   Otrothe solvent was evaporated away

Procedimiento

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%).

Fuente