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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 500287Erstellt: 26. Oktober 2026

Triphenylphosphine → 11-Bromoundecylmaleimide pentacene

https://huagongshe.com/reaction/500287

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt11-Bromo-1-undecanolHCID 74163—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
EduktPentacene maleimideHCID 86643198—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt11-Bromoundecylmaleimide pentaceneHCID 86647752—
ProduktN-(11-bromoundecyl) maleimide pentaceneHCID 86647754—

Reaktionsschritte

Pentacene-maleimide adduct (5c) (375 mg, 1 mmole) are added to a solution of triphenyl phosphine (393 mg, 1.5 mmole) and 11-bromo-1-undecanol (375 mg, 1.5 mmole) in 40 mL of anhydrous tetrahydrofuran. To this mixture a solution of diisopropyl azodicarboxylate (300 mg, 1.5 mmole) in 10 mL of anhydrous THF is added dropwise under a stream of nitrogen. After completion of the addition, the solution is stirred at room temperature for 18 hours. The solvent is evaporated under reduced pressure and the residue is titrated with diethyl ether and the precipitate is filtered, washed with 1:1 ether-hexane and dried. Crystallization from benzene affords the pure sample of 11-bromoundecylmaleimide-pentacene adduct 5d.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07771695B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-8ca79133d16f4ad49136e6255d18ca23
Quellennotizuspto-grants-2010_08