Hydrochloric Acid → 2,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-ol

Temperatur

0 °C

To a stirred solution of 2-pyridine carboxaldehyde (2.09 g, 19.5 mmol) and (trifluoromethyl)trimethylsilane (3.33 g, 23.4 mmol) in THF (30 mL) at 0° C. add 1M tetrabutylammonium fluoride in THF (956 μl, 0.956 mmol). Continue stirring for 30 min at 0° C. and then at ambient temperature for 2 h. Add 1M aqueous HCl (20 mL) and stir 2 h at ambient temperature. Dilute with aqueous 1M aqueous NaOH to pH 8, extract the mixture three times with EtOAc, dry over anhydrous Na2SO4, and concentrate in vacuo. Purify by chromatography eluting with hexane/EtOAc (8:2) to give the desired intermediate as a yellow oil (3.22 g, 93%).

1. waitat ambient temperature for 2 h
2. stirringstir 2 h at ambient temperature
3. extractionextract the mixture three times with EtOAc
4. dry with materialdry over anhydrous Na2SO4
5. concentrationconcentrate in vacuo
6. customPurify by chromatography
7. washeluting with hexane/EtOAc (8:2)

ORD-Eintrag

ord-4b60bb46f1114f92af2633b332d1220f

Quelldatensatz

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08022062B2