Bromine → 5-Bromo-2-hydroxy-3-(trifluoromethyl)pyridine

To a solution of 3-(trifluoromethyl)pyridin-2(1H)-one (25.0 g, 0.15 mol) in AcOH (300 mL) were added NaOAc (15.1 g, 0.18 mol) and dropwise Br2 (8.6 mL, 0.17 mol). Then the mixture was stirred at 80° C. overnight, concentrated, diluted with sat aq. NaHCO3 and extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4, filtered, concentrated and purified by CC (PE/EA=7/2) to give compound P45a (29.7 g, 80%) as a white solid.

1. concentrationconcentrated
2. additiondiluted with sat aq. NaHCO3
3. extractionextracted with EtOAc twice
4. washThe combined organic layers were washed with brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated
8. custompurified by CC (PE/EA=7/2)
9. customto give compound P45a (29.7 g, 80%) as a white solid

ORD-Eintrag

ord-4ef11352619d4c119d2ddfcb7a71b57f

Quelldatensatz

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08946446B2