3-Fluoro-4-nitrophenol → 4-Amino-3-fluorophenol

Temperature

50 °C

A suspension of 3-fluoro-4-nitrophenol (2.0 g, 12.73 mmol), 10% Pd/C (0.4 g) and HCOOK (8.75 g, 101.85 mmol) in THF/H2O (70 mL/20 mL) was stirred at 50° C. for 5 hours, then cooled to rt, and filtered through CELITE®. The filtrate was diluted with water (30 mL) and extracted with THF (50 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was diluted with water (50 mL) and extracted with DCM (50 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a brown solid (1.17 g, 72.3%).

1. temperaturecooled to rt
2. filtrationfiltered through CELITE®
3. additionThe filtrate was diluted with water (30 mL)
4. extractionextracted with THF (50 mL)
5. dry with materialThe organic layer was dried over Na2SO4
6. concentrationconcentrated in vacuo
7. additionThe residue was diluted with water (50 mL)
8. extractionextracted with DCM (50 mL)
9. dry with materialThe organic layer was dried over anhydrous Na2SO4
10. concentrationconcentrated in vacuo

ORD record

ord-ce6b1edf87cc4a6695d4e06fe3070df3

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09326975B2