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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1486379Erstellt: 26. Oktober 2026

Potassium Carbonate → 9-(4'-(8-bromodibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole

https://huagongshe.com/reaction/1486379

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt1,4-DioxaneHCID 31275—
Edukt2,8-DibromodibenzofuranHCID 82290—
Edukt9-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazoleHCID 58299268—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelWaterHCID 962—
Produkt9-(4'-(8-bromodibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazoleHCID 11760725144%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 9-(4′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-4-yl)-9H-carbazole (1.75 g, 4.42 mmol), 2,8-dibromodibenzo[b,d]furan (2.52 g, 7.74 mmol), tetrakis(triphenylphosphine) palladium(0) (0.25 g, 0.22 mmol), potassium carbonate (1.83 g, 13.26 mmol), 1,4-dioxane (40.00 mL), and water (8.00 mL) was degassed with bubbling argon for 30 minutes. The reaction mixture was then heated to 80° C. and was stirred overnight (16.5 hours), maintaining an argon atmosphere. Consumption of the starting material was confirmed by thin-layer chromatography and the reaction was cooled to room temperature. The product was extracted with dichloromethane, dried, and purified by silica gel column chromatography with dichloromethane in hexanes as the eluent. The product fractions were then dried and the product was collected to yield Compound 15 (1.09 g, 44%). Confirmed by LCMS (APCI): calculated for C36H22BrNO (M+H): 564. Found: 564.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09425408B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-9d3211ca6b0e45888f2a83ff6903a7c0
Quellennotizuspto-grants-2016_08