Ammonium Chloride → 4-Amino-5-chloro-2-fluorophenol

To a solution of potassium 5-chloro-2-fluoro-4-nitrophenolate (1.0 g, 4.35 mmol, Yuxiang) in 95% EtOH (22 mL) and H2O (8 mL) was added Fe (0.97 g, 17.4 mmol) and NH4Cl (1.86 g, 34.8 mmol). The mixture was stirred at rt for 10 hours, then diluted with methanol (100 mL) and ethyl acetate (100 mL). Filtered and the filtrate was concentrated in vacuo. The residue was dissolved in water (50 mL) and ethyl acetate (50 mL). The organic phase was separated and the water phase was extracted with ethyl acetate (50 mL×2). The combined organic layers were washed with brine (50 mL×3), dried over anhydrous Na2SO4, and concentrated in vacuo to give the title compound as a pale solid (0.6 g, 85.3%).

1. filtrationFiltered
2. concentrationthe filtrate was concentrated in vacuo
3. dissolutionThe residue was dissolved in water (50 mL)
4. customThe organic phase was separated
5. extractionthe water phase was extracted with ethyl acetate (50 mL×2)
6. washThe combined organic layers were washed with brine (50 mL×3)
7. dry with materialdried over anhydrous Na2SO4
8. concentrationconcentrated in vacuo

ORD-Eintrag

ord-2417ca6578e5404a8d58b2c6fada11ac

Quelldatensatz

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09326975B2