Water → 1-[3-Chloro-5-(2,2,2-trifluoroethoxy)pyridin-2-yl]ethanone

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.

1. customAfter completion of the reaction
2. extractionextracted with ethyl acetate (50 ml×1)
3. washthe resulting organic layer was washed with water (20 ml×1)
4. dry with materialdried over saturated aqueous sodium chloride
5. customanhydrous sodium sulfate, and the solvent was evaporated under reduced pressure
6. customThe residue was purified by silica gel column chromatography

ORD record

ord-5b2b7e96825d4c22b4871412d85e697c

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09434684B2