2,2,2-Trifluoroethanol → HCID 23092143, compound

Temperature

60 °C

Sodium hydride (60% dispersion in mineral oil, 0.93 g, 23 mmol) was added to a solution of 2,6-dibromopyridine (5 g, 21 mmol) in N,N-dimethylformamide (10 mL) and the mixture was allowed to stir for 10 minutes. 2,2,2-Trifluoroethanol (2.53 g, 25.2 mmol) was then added and the mixture was heated at 60° C. for 90 minutes. The reaction mixture was then partitioned between water and ethyl acetate and the layers were separated. The organic layer was washed with a further volume of water, dried over magnesium sulfate and concentrated in vacuo to give a liquid residue. Purification of the liquid by column chromatography on silica gel, eluting with petroleum ether (60-80):dichloromethane, 99:1, afforded the title compound as a white liquid in 80% yield, 4.3 g.

1. customThe reaction mixture was then partitioned between water and ethyl acetate
2. customthe layers were separated
3. washThe organic layer was washed with a further volume of water
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated in vacuo
6. customto give a liquid residue
7. customPurification of the liquid by column chromatography on silica gel
8. washeluting with petroleum ether (60-80)

ORD record

ord-5bbf5e13af3f4e1699bad756154537a1

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07557121B2