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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052575Generated: October 30, 2026

1-Bromo-3-(difluoromethyl)-5-nitrobenzene → 3-Bromo-5-(difluoromethyl)aniline

https://huagongshe.com/reaction/1052575

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-(difluoromethyl)-5-nitrobenzeneHCID 67248171—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
Product3-Bromo-5-(difluoromethyl)anilineHCID 58456386107%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-Bromo-3-(difluoromethyl)-5-nitrobenzene (944 mg, 3.60 mmol) was treated with iron powder (804 mg, 23.43 mmol) in a mixture of acetic acid (1.35 ml) and ethanol (25 ml) and stirred at 80° C. for 3 h. The crude was filtered over Celite and the solvent was removed in vacuum. A mixture of a solution of sodium bicarbonate 4% and ethyl acetate was added and the resulting mixture was filtered over Celite. The organic phase was washed with water and brine, dried over magnesium sulphate and the solvent was remove to give 855 mg (100% yield) of the title compound as a dark solid, that was used in the next step without further purification. Purity 96%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-c4cff1913b6f4f5f87b005f05641e7c6
Source noteuspto-grants-2016_07