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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085673Generated: October 30, 2026

Hydrochloric Acid → 4-Bromo-1-chloro-2-(trifluoromethoxy)benzene

https://huagongshe.com/reaction/2085673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-Butyl nitriteHCID 10906—
Reactant4-Bromo-2-(trifluoromethoxy)anilineHCID 737382—
CatalystCupric ChlorideHCID 24014—
SolventAcetonitrileHCID 6342—
Product4-Bromo-1-chloro-2-(trifluoromethoxy)benzeneHCID 22730202—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of tert-butyl nitrite (1.78 mL, 15.0 mmol), copper (II) chloride (1.61 g, 12.0 mmol) and 4-bromo-2-(trifluoromethoxy)aniline (2.56 g, 10.0 mmol) in acetonitrile (40 mL) was heated to 70° C., stirred for 3 hours, cooled to room temperature, poured into 0.5M HCl, and extracted with diethyl ether. The combined extracts were washed with water and brine, dried (MgSO4), filtered, and concentrated to provide the desired product. MS (ESI(+)) m/e 275 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720338B2
Source datasetuspto-grants-2004_04
ORD IDord-bbed658dc2254e6980133b2b79d0b64c
Source noteuspto-grants-2004_04