Acetone → 5-Bromo-3-fluorobenzene-1,2-diamine

Temperature

23 °C

To a solution of 5-bromo-3-fluoro-2-nitro-phenylamine (2 g, 8.5 mmol), NH4Cl (6.81 g, 127.6 mmol), acetone (100 mL) and water (20 mL), was added zinc powder portion-wise (three equal portions over 5 minutes) (8.34 g, 127.6 mmol) at 0° C. The mixture was stirred for 2 h then warmed to 23° C. The mixture was filtered through Celite® and the solvents were concentrated under reduced pressure. The mixture was re-dissolved in EtOAc/DCM and filtered a second time through Celite® and the solvents were evaporated. The crude mixture was diluted with EtOAc (200 mL), washed with brine (40 mL), dried, filtered, and concentrated under reduced pressure. The resultant residue was used in the next reaction without further purification.

1. filtrationThe mixture was filtered through Celite®
2. concentrationthe solvents were concentrated under reduced pressure
3. dissolutionThe mixture was re-dissolved in EtOAc/DCM
4. filtrationfiltered a second time through Celite®
5. customthe solvents were evaporated
6. additionThe crude mixture was diluted with EtOAc (200 mL)
7. washwashed with brine (40 mL)
8. customdried
9. filtrationfiltered
10. concentrationconcentrated under reduced pressure
11. customThe resultant residue was used in the next reaction without further purification

ORD record

ord-206141e5b4e84390a1392dd276180ae9

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08865713B2