Methanol → 5-Bromo-2-fluoroaniline

3.0 g of 5-bromo-2-fluoronitrobenzene, 3.8 g iron powder and 7.3 g ammonium chloride were heated at 80° C. for 2 hours in a solution mixture of 30 mL methanol and 30 mL water. The reaction mixture was filtered through Celite, the methanol was evaporated, and the reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with brine, and the organic layer was dried over anhydrous sodium sulfate and filtered through a column with a small amount of silica gel. The solvent was evaporated to give 2.43 g of the title compound (yellow oil).

1. filtrationThe reaction mixture was filtered through Celite
2. customthe methanol was evaporated
3. additionthe reaction mixture was diluted with water
4. extractionextracted with ethyl acetate
5. washThe extract was washed with brine
6. dry with materialthe organic layer was dried over anhydrous sodium sulfate
7. filtrationfiltered through a column with a small amount of silica gel
8. customThe solvent was evaporated

ORD record

ord-969424eeab0d4d7bac8784b2fdc5b2ac

Source dataset

uspto-grants-2006_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07074801B1