反応 #45791

反応方程式

hydrochloric acid

pyridine

pivaloyl chloride

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

→

compound

収率 98.4%

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

収率 98.4%

溶媒

ethyl acetate

benzene

反応条件

後処理

1. 1
   温度this was cooled to room temperature
2. 2
   洗浄The organic layer was washed with saturated brine
3. 3
   乾燥dried over anhydrous sodium sulfate
4. 4
   その他The solvent was evaporated away under reduced pressure

実験手順

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.

出典