Ethanol → 4-Bromo-3-fluorobenzene-1,2-diamine

Temperatur

80 °C

To a solution of 4-bromo-3-fluoro-2-nitroaniline (3.0 g, 12.8 mmol) in THF (30 mL) was added EtOH (30 mL) and H2O (10 mL) followed by iron powder (3.6 g, 63.8 mmol) and ammonium chloride (1.0 g, 19.2 mmol). The resulting mixture was stirred at 80° C. for 16 hours. The mixture was cooled to room temperature and filtered through diatomaceous earth. The solid was washed with EtOH until no further color came through the filter. The filtrate was concentrated in vacuo and the crude product was purified by column chromatography on silica gel using a solvent gradient of 0-40% EtOAc in hexane to give the title compound (2.2 g, 84%).

1. temperatureThe mixture was cooled to room temperature
2. filtrationfiltered through diatomaceous earth
3. washThe solid was washed with EtOH until no further color
4. concentrationThe filtrate was concentrated in vacuo
5. customthe crude product was purified by column chromatography on silica gel using a solvent gradient of 0-40% EtOAc in hexane

ORD-Eintrag

ord-ef777020a9f746c69451d7b6adb84f9f

Quelldatensatz

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08921514B2