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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909617Generated: October 31, 2026

4-Bromobiphenyl → 4-(4-Methoxyphenoxy)biphenyl

https://huagongshe.com/reaction/1909617

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromobiphenylHCID 7101—
Reactant4-MethoxyphenolHCID 9015—
ReactantCesium carbonateHCID 10796—
CatalystN,N-Dimethylglycine hydrochlorideHCID 75605—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product4-(4-Methoxyphenoxy)biphenylHCID 266864128.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 4-bromobiphenyl (1.00 g, 4.29 mmol), 4-methoxyphenol (0.35 g, 2.82 mmol) and cesium carbonate (1.85 g, 5.68 mmol) in dioxane (10 mL) was added N,N-dimethylglycine hydrochloride (0.04 g, 0.26 mmol). The vessel was purged with nitrogen before Cu(I) iodide (0.02 g, 0.11 mmol) was added. The reaction mixture was heated to 90° C. overnight. The reaction mixture was diluted with water and ethyl acetate. The organic portion was washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound (1.00 g, 100%) as a light green solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598359B2
Source datasetuspto-grants-2013_12
ORD IDord-346cadb871c44109bcacfb02fd9a65d6
Source noteuspto-grants-2013_12