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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Chloro-4'-fluoro-2-nitrobiphenylHCID 67449745—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
Product5-Chloro-4'-fluorobiphenyl-2-amineHCID 5848298870.1%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642640B2
Source datasetuspto-grants-2014_02
ORD IDord-40d71a0d48274ca1b68444f92e9bd1e1
Source noteuspto-grants-2014_02