Ammonium Chloride → 3-Amino-5-chlorophenol

Temperature

60 °C

3-Chloro-5-nitrophenol from Example 63A (3.00 g, 17.3 mmol) and zinc powder (5.65 g, 86.4 mmol) in ethanol (80 mL) were heated to 60° C., and a solution of ammonium chloride (1.85 g, 34.6 mmol) in water (16 mL) was added dropwise. The reaction was stirred for further 3 h at 60° C. It was then filtered through Celite®, and the solvent was removed in vacuo. The residue was dissolved in water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and the solvent was removed in vacuo. The residue was triturated with DCM, and the precipitate was collected by suction filtration to yield 1.97 g (77%) of the title compound as yellowish crystals.

1. filtrationIt was then filtered through Celite®
2. customthe solvent was removed in vacuo
3. dissolutionThe residue was dissolved in water
4. extractionextracted with ethyl acetate
5. dry with materialThe organic layer was dried over sodium sulfate
6. customthe solvent was removed in vacuo
7. customThe residue was triturated with DCM
8. filtrationthe precipitate was collected by suction filtration

ORD record

ord-2499ae564da64b81bf11c0ce6a6c971f

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08524722B2