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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466483Generated: October 29, 2026

Hydrogen Peroxide → 2-fluoro-4-(4-methoxyphenyl)benzonitrile

https://huagongshe.com/reaction/466483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen PeroxideHCID 784—
ReactantSodium CarbonateHCID 10340—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant4-Bromo-2-fluorobenzonitrileHCID 736029—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventBenzeneHCID 241—
SolventEthanolHCID 702—
Product2-fluoro-4-(4-methoxyphenyl)benzonitrileHCID 2763357—

Reaction Conditions

Temperature2 °C

Reaction Steps

A solution of compound 1 (10.64 g, 0.07 mol) in ethanol (90 ml) was added dropwise to a stirred mixture of compound 3 (12.0 g, 0.06 mol) and tetrakis(triphenylphosphine)palladium(O) (2.10 g, 1.82 mmol) in benzene (125 ml) and 2M-sodium carbonate (100 ml) at room temperature under dry nitrogen. The stirred mixture was heated under reflux (90°-95° C.) for 2.5 h (i.e., until glc analysis revealed absence of starting material). The mixture was cooled and stirred for 1 h at room temperature with 30% hydrogen peroxide (2 ml). The mixture was cooled further to 2° C., the product was filtered off and washed with water. The product was dried (CaCl2) in vacuo to give a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05156763
Source datasetuspto-grants-1992_10
ORD IDord-b54d637471d4469b89e7e20e7568fcc3
Source noteuspto-grants-1992_10