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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645561Generated: October 26, 2026

Water → 1-Bromo-4,5-difluoro-2-(trifluoromethoxy)benzene

https://huagongshe.com/reaction/645561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium fluorideHCID 25953—
Reactant1,1,1-Trifluoro-2-iodoethaneHCID 67709—
Reactant2-Bromo-4,5-difluorophenolHCID 2736288—
SolventDimethyl SulfoxideHCID 679—
Product1-Bromo-4,5-difluoro-2-(trifluoromethoxy)benzeneHCID 5984243152.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-bromo-4,5-difluoro-phenol (1.0 g, 4.8 mmol), 1,1,1-trifluoro-2-iodo-ethane (706 mg, 7.2 mmol) and CsF (882 mg, 5.8 mmol) in DMSO (20 mL) was heated at 120° C. overnight. The reaction mixture was poured into water, and extracted with ethyl acetate (2×). The solvent was removed, and the resulting residue was chromatographed using hexane/ethyl acetate (10:1) to give the title compound (697 mg, 50%). 1H NMR (500 MHz, CDCl3) δ ppm 4.36 (q, J=7.93 Hz, 2H) 6.85 (dd, J=10.98, 7.02 Hz, 1H) 7.43 (t, J=8.85 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704997B1
Source datasetuspto-grants-2010_04
ORD IDord-63159e979ab4479e8ac60afc471ba3a8
Source noteuspto-grants-2010_04