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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515099Generated: October 25, 2026

Triphenylphosphine → 4-[(3,4-Dichlorobenzyl)oxy]-2-fluorobenzo nitrile

https://huagongshe.com/reaction/1515099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant3,4-Dichlorobenzyl alcoholHCID 15728—
Reactant2-Fluoro-4-hydroxybenzonitrileHCID 2734675—
ReactantDiethylazodicarboxylate tolueneHCID 66777355—
SolventTetrahydrofuranHCID 8028—
Product4-[(3,4-Dichlorobenzyl)oxy]-2-fluorobenzo nitrileHCID 6705808789.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

2-Fluoro-4-hydroxybenzonitrile (350 mg, 2.55 mmol) and 3,4-dichlorobenzyl alcohol (542 mg, 3.06 mmol) were dissolved in tetrahydrofuran (7.0 mL), and triphenylphosphine (803 mg, 3.06 mmol) and a 40% diethyl azodicarboxylate toluene solution (1.40 mL, 3.06 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50° C. for 5 hours. After the reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 65:35 (v/v)), whereby the objective title compound was obtained as a white solid (676 mg, yield: 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222281B2
Source datasetuspto-grants-2012_07
ORD IDord-6660fa077c184d5ea64363e0bf198eb6
Source noteuspto-grants-2012_07