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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 879925Erstellt: 24. Oktober 2026

Nitrogen → 2-[4-(10-Phenanthren-3-ylanthracen-9-yl)phenyl]-1-phenyl-1h-benzimidazole

https://huagongshe.com/de/reaction/879925

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitrogenHCID 947—
EduktTolueneHCID 1140—
EduktSodium CarbonateHCID 10340—
Edukt4-(1-Phenyl-1H-benzimidazol-2-yl)phenylboronic AcidHCID 53249779—
Edukt9-Bromo-10-phenanthren-3-ylanthraceneHCID 59629544—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelMethanol--water (1/1)HCID 22242641—
Produkt2-[4-(10-Phenanthren-3-ylanthracen-9-yl)phenyl]-1-phenyl-1h-benzimidazoleHCID 5962957968%

Reaktionsschritte

32 g (70 mmol) of 9-bromo-10-phenanthren-3-ylanthracene, 26.3 g (84 mmol) of 4-(1-phenyl-1H-benzimidazol-2-yl)phenylboronic acid and 125 ml of 2 M Na2CO3 solution are suspended in 500 ml of toluene and 500 ml of EtOH, the mixture is saturated with N2, 1.7 g (1.8 mmol) of tetrakis(triphenylphosphine)palladium(0) are added, and the mixture is heated at the boil for 2 h. The mixture is poured into 1.5 l of a mixture of water/MeOH/6 M HCl 1:1:1, and the yellow precipitate is filtered off with suction, washed with water, EtOH and toluene and dried. Subsequent Soxhlet extraction with chloroform, removal of the solvent, recrystallisation three times from toluene and sublimation twice in vacuo (p=1×10−5 mbar, T=385° C.) give 30 g (68%) of a pale-yellow powder having a purity of >99.9% (HPLC).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993123B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-ab83d728c9b84a7caab39f2bdb2bb0db
Quellennotizuspto-grants-2015_03