反応 #80294

反応方程式

benzyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate

sodium hydride

benzoyl chloride

→

desired compound

収率 92.0%

Benzyl-1-benzoyl-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate

収率 92.0%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   workup.STIRRINGat room temperature, and the mixture was stirred for 4 hours
2. 2
   濃縮After concentration under reduced pressure
3. 3
   workup.ADDITIONthe mixture was poured into ice water
4. 4
   抽出extracted with ethyl acetate
5. 5
   洗浄The organic layer was washed with water
6. 6
   乾燥dried over anhydrous magnesium sulfate
7. 7
   その他The residue obtained by concentration under reduced pressure
8. 8
   その他was crystallized from isopropyl ether

実験手順

1.5 g of benzyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate was dissolved in 50 ml of tetrahydrofuran, and 0.176 g of 60% sodium hydride was added thereto. The mixture was stirred at room temperature for 30 minutes. Then, 0.51 g of benzoyl chloride was dropwise added thereto at room temperature, and the mixture was stirred for 4 hours. After concentration under reduced pressure, the mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The residue obtained by concentration under reduced pressure, was crystallized from isopropyl ether to obtain 1.67 g (yield: 92%) of the desired compound. mp: 128°-132.5° C.

出典