Nitric Acid → HCID 178526837, compound

Temperature

25 °C

To a mixture of 3-(trifluoromethyl)pyridin-2-ol (2 g, 12.26 mmol) was added nitric acid (1.644 mL, 36.8 mmol) and H2SO4 (12.03 g, 123 mmol) at 0° C. Then the mixture was stirred at 25° C. for 16 h. The mixture was then warmed to 60° C. for 5 h, cooled and added to 150 g of ice. The mixture was extracted with EA (2×100 mL) and washed with H2O (100 mL) to give the organic layer. The combined organic extract was washed with brine, dried over Na2SO4, concentrated to yield a brown solid of 5-nitro-3-(trifluoromethyl)pyridin-2-ol (2.2 g, 8.99 mmol, 73.3% yield): 1H NMR (400 MHz, CD3OD) δ 8.91 (d, J=2.43 Hz, 1H), 9.42 (d, J=2.43 Hz, 1H); ES-LCMS m/z 209.0 (M+H).

1. temperatureThe mixture was then warmed to 60° C. for 5 h
2. temperaturecooled
3. extractionThe mixture was extracted with EA (2×100 mL)
4. washwashed with H2O (100 mL)
5. customto give the organic layer
6. extractionThe combined organic extract
7. washwas washed with brine
8. dry with materialdried over Na2SO4
9. concentrationconcentrated

ORD record

ord-5e8cb4b5f3bb42c28a19955cb28e7912

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09382238B2