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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1515099Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1515099

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt3,4-Dichlorobenzyl alcoholHCID 15728—
Edukt2-Fluoro-4-hydroxybenzonitrileHCID 2734675—
EduktDiethylazodicarboxylate tolueneHCID 66777355—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-[(3,4-Dichlorobenzyl)oxy]-2-fluorobenzo nitrileHCID 6705808789,5%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08222281B2
Quelldatensatzuspto-grants-2012_07
ORD IDord-6660fa077c184d5ea64363e0bf198eb6
Quellennotizuspto-grants-2012_07