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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16176Generated: October 26, 2026

Acetic Acid → 5-Bromo-2-phenoxyaniline

https://huagongshe.com/reaction/16176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-Bromo-2-nitro-1-phenoxybenzeneHCID 16109449—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product5-Bromo-2-phenoxyanilineHCID 1610945591.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

Iron powder (3 g, 53.4 mmol) and acetic acid (10 mL) were added to a stirred suspension of 4-bromo-2-nitro-1-phenoxybenzene (3.1 g, 9.5 mmol) in water (25 mL) of 60° C. The reaction mixture was heated to 80° C. and stirred for 30 min. After cooling to room temperature the reaction mixture was filtered and extracted with toluene. The toluene solution was washed with water (3×) and brine, dried (Na2SO4) and evaporated to give the crude compound (2.3 g, 87%). Data: (m/z)=264+266 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737136B2
Source datasetuspto-grants-2010_06
ORD IDord-e541066c89164265be3270946fc57652
Source noteuspto-grants-2010_06