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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267893Generated: October 31, 2026

Hydrochloric Acid → 2-BROMO-1-CHLORO-4-(TRIFLUOROMETHOXY)BENZENE

https://huagongshe.com/reaction/1267893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-Butyl nitriteHCID 10906—
Reactant2-Bromo-4-(trifluoromethoxy)anilineHCID 688296—
CatalystCupric ChlorideHCID 24014—
SolventAcetonitrileHCID 6342—
Product2-BROMO-1-CHLORO-4-(TRIFLUOROMETHOXY)BENZENEHCID 2761405—

Reaction Steps

To anhydrous copper(II)chloride (6.3 g, 47 mmol) in acetonitrile (100 mL) was added tert-butyl nitrite (6.85 mL, 58 mmol), followed dropwise by a solution of 2-bromo-4-(trifluoromethoxy)aniline (10 g, 39 mmol) in acetonitrile (15 mL). The solution was stirred at ambient temperature for 1 hour then poured into hydrochloric acid (250 mL, 2M). The suspension formed was extracted with diethyl ether (2×250 mL) and the extracts were dried (MgSO4). Concentration yielded the title compound as an oil (7.82 g, 28 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555552B2
Source datasetuspto-grants-2003_04
ORD IDord-0e1df7a490df45c087f1eafb4a26fd4f
Source noteuspto-grants-2003_04