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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | 2,8-Dibromodibenzofuran | HCID 82290 | — |
| Edukt | 9-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole | HCID 58299268 | — |
| Katalysator | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 9-(4'-(8-bromodibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole | HCID 117607251 | 44% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09425408B2 |
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| Quelldatensatz | uspto-grants-2016_08 |
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| ORD ID | ord-9d3211ca6b0e45888f2a83ff6903a7c0 |
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| Quellennotiz | uspto-grants-2016_08 |
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