Reacción #45791

Ecuación de reacción

hydrochloric acid

pyridine

pivaloyl chloride

2-Amino-5-bromo-3-hydroxybenzoic acid

→

compound

Rendimiento 98.4%

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

Rendimiento 98.4%

Disolventes

ethyl acetate

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathis was cooled to room temperature
2. 2
   LavadoThe organic layer was washed with saturated brine
3. 3
   Secadodried over anhydrous sodium sulfate
4. 4
   OtroThe solvent was evaporated away under reduced pressure

Procedimiento

2-Amino-5-bromo-3-hydroxybenzoic acid (I-219) (11.92 g, 51.37 mmol) was dissolved in benzene (360 ml), and pyridine (12.5 m, 154.12 mmol) and pivaloyl chloride (19.0 ml, 154.12 mmol) were added at room temperature. After stirred at 85° C. under nitrogen atmosphere for 3.5 hours, this was cooled to room temperature. The solution was fractionated with ethyl acetate and aqueous 1 M hydrochloric acid solution. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was subjected to column chromatography with silica gel, and the fraction with hexane:ethyl acetate=95:5 gave the entitled compound (15.98 g, 98.4%) as a brown solid.

Fuente