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-a7eaf93bc6f14e7d80faa0c52a30ce1e

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08975282B2