Reacción #84339

Ecuación de reacción

water

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

potassium carbonate

2,2,2-trifluoroethyl trifluoromethanesulfonate

→

desired product

Rendimiento 81.2%

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

Rendimiento 81.2%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter completion of the reaction
2. 2
   Extracciónextracted with ethyl acetate (50 ml×1)
3. 3
   Lavadothe resulting organic layer was washed with water (20 ml×1)
4. 4
   Secadodried over saturated aqueous sodium chloride
5. 5
   Otroanhydrous sodium sulfate, and the solvent was evaporated under reduced pressure
6. 6
   OtroThe residue was purified by silica gel column chromatography

Procedimiento

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.

Fuente