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

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-Eintrag

ord-65461e0319ce4088a4d70236553c50c4

Quelldatensatz

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09073923B2