HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238957Generated: October 30, 2026
Ethyl Acetate → 5-Chloro-4'-fluorobiphenyl-2-amine
https://huagongshe.com/reaction/238957
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 5-Chloro-4'-fluoro-2-nitrobiphenyl | HCID 67449745 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Chloro-4'-fluorobiphenyl-2-amine | HCID 58482988 | 70.1% |
Reaction Steps
To a solution of the above 5-chloro-4′-fluoro-2-nitrobiphenyl (4.20 g, 15.7 mmol) and iron powder (2.75 g, 49.3 mmol) in ethanol (20 mL), a saturated aqueous ammonium chloride solution (aq., 8.0 mL) was added, and the mixture was stirred at 90° C. for 30 minutes. After the reaction, the reaction mixture was cooled to room temperature and ethyl acetate (30 mL) was added. After the organic phase was washed with water (30 mL), it was dried with sodium sulfate. After the filtration and concentration, the residue was purified by silica gel column chromatography (ethyl acetate/hexane, 1:20-1:3, v/v) to give the title compound (2.43 g, 11.0 mmol, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642640B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-40d71a0d48274ca1b68444f92e9bd1e1 |
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| Source note | uspto-grants-2014_02 |
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