반응 #80290

반응 방정식

ammonia

sulfolane

nitronium tetrafluoroborate

allyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate

→

desired compound

수율 55.0%

Allyl 5-[(4,6-Dimethoxypyrimidin-2-yl)oxy]-2-methyl-3-nitroindol-4-carboxylate

수율 55.0%

용매

acetonitrile

반응 조건

후처리

1. 1
   기타was returned to room temperature
2. 2
   추출extracted with ethyl acetate
3. 3
   세척The organic layer was washed with water
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   기타Crystals obtained by concentration under reduced pressure
6. 6
   세척were washed with hexane

실험 절차

2.0 g of allyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate was dissolved in 25 ml of acetonitrile, and the solution was cooled to -30° C. 16.3 ml of a 0.5M sulfolane solution of nitronium tetrafluoroborate was dropwise added thereto, and the mixture was stirred for 5 hours. After adding 2 ml of aqueous ammonia, the mixture was returned to room temperature and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. Crystals obtained by concentration under reduced pressure, were washed with hexane to obtain 1.23 g (yield: 55%) of the desired compound.

출처