Acetic Acid → 3-Bromo-2-fluoroaniline

1-Bromo-2-fluoro-3-nitro-benzene (3 g, 13.64 mmol), iron (2.28 g, 40.91 mmol), water (34.39 ml, 1909 mmol) and acetic acid (11.7 ml, 204.55 mmol) were added to ethanol (60 ml) and heated to reflux for 2 h. The reaction mixture was then filtered through Celite and evaporated. Water was added and the solution was made basic by the addition of 2 N NaOH, followed by extraction with DCM. The organic layers were washed with water and brine, dried with Na2SO4 evaporated to dryness and the crude product was obtained and used without further purification. Yield: 1.46 g, 56%

1. temperatureheated
2. temperatureto reflux for 2 h
3. filtrationThe reaction mixture was then filtered through Celite
4. customevaporated
5. additionWater was added
6. additionthe solution was made basic by the addition of 2 N NaOH
7. extractionfollowed by extraction with DCM
8. washThe organic layers were washed with water and brine
9. dry with materialdried with Na2SO4
10. customevaporated to dryness

ORD record

ord-a2c547bddd494a86849fc28c89cd5db8

Source dataset

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08378092B2