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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369239Generated: October 26, 2026

1-Bromo-4-fluoro-5-methyl-2-nitrobenzene → 2-Bromo-5-fluoro-4-methylaniline

https://huagongshe.com/reaction/369239

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-fluoro-5-methyl-2-nitrobenzeneHCID 23284664—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product2-Bromo-5-fluoro-4-methylanilineHCID 277337993.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

Iron powder (18.5 g) was added to a solution of 5-bromo-2-fluoro-4-nitrotoluene (9.7 g) in acetic acid (30 ml), and the mixture was stirred at 70° C. for 3 hours. The catalyst was removed by filtration through Celite, and the filtrate was washed with chloroform. The solvent and the like in the filtrate were distilled off under reduced pressure. The residue was subjected to column chromatography on silica gel to conduct elution with chloroform, thereby obtaining the title compound (7.9 g) as a red oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06136823
Source datasetuspto-grants-2000_10
ORD IDord-b35a5741b64740b282bda99be200b36e
Source noteuspto-grants-2000_10