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HRID 1486376Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1486376

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)phenyl)-9H-carbazoleHCID 11850073—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelWaterHCID 962—
Produkt9-(4-(8-bromodibenzo[b,d]furan-2-yl)phenyl)-9H-carbazoleHCID 11760725370,5%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of Compound 11 (2.00 g, 4.56 mmol), 2,8-dibromodibenzo[b,d]furan (2.60 g, 7.98 mmol), tetrakis(triphenylphosphine) palladium(0) (0.26 g, 0.23 mmol), potassium carbonate (1.892 g, 13.70 mmol), 1,4-dioxane (60.00 mL), and water (12.00 mL) was degassed with bubbling argon for 1 hour. 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 13 (1.57 g, 70%). Confirmed by LCMS (APCI): calculated for C30H18BrNO (M+H): 488. Found: 488.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09425408B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-4a6647a0dcde4912a868e38fb57a2e91
Quellennotizuspto-grants-2016_08