반응 #80294

반응 방정식

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

sodium hydride

benzoyl chloride

→

desired compound

수율 92.0%

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

수율 92.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGat room temperature, and the mixture was stirred for 4 hours
2. 2
   농축After concentration under reduced pressure
3. 3
   workup.ADDITIONthe mixture was poured into ice water
4. 4
   추출extracted with ethyl acetate
5. 5
   세척The organic layer was washed with water
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   기타The residue obtained by concentration under reduced pressure
8. 8
   기타was crystallized from isopropyl ether

실험 절차

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.

출처