반응 #45791

반응 방정식

hydrochloric acid

pyridine

pivaloyl chloride

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

→

compound

수율 98.4%

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

수율 98.4%

용매

ethyl acetate

benzene

반응 조건

후처리

1. 1
   온도this was cooled to room temperature
2. 2
   세척The organic layer was washed with saturated brine
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   기타The solvent was evaporated away under reduced pressure

실험 절차

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.

출처