반응 #84339

반응 방정식

water

1-(3-chloro-5-hydroxypyridin-2-yl)ethanone

potassium carbonate

2,2,2-trifluoroethyl trifluoromethanesulfonate

→

desired product

수율 81.2%

1-[3-chloro-5-(2,2,2-trifluoroethoxy)pyridin-2-yl]ethanone

수율 81.2%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타After completion of the reaction
2. 2
   추출extracted with ethyl acetate (50 ml×1)
3. 3
   세척the resulting organic layer was washed with water (20 ml×1)
4. 4
   건조dried over saturated aqueous sodium chloride
5. 5
   기타anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure
6. 6
   기타The residue was purified by silica gel column chromatography

실험 절차

To 1.0 g of 1-(3-chloro-5-hydroxypyridin-2-yl)ethanone in 15 ml of N,N-dimethylformamide, 1.2 g of potassium carbonate and 1.6 g of 2,2,2-trifluoroethyl trifluoromethanesulfonate were added, and the mixture was stirred at room temperature for 12 hours. After completion of the reaction, the reaction mixture was mixed with 40 ml of water and extracted with ethyl acetate (50 ml×1), the resulting organic layer was washed with water (20 ml×1) and dried over saturated aqueous sodium chloride and then anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate-hexane (with a gradient of from 1:9 to 3:7) as the eluent to obtain 1.2 g of the desired product as white crystals.

출처