HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1486373Erstellt: 26. Oktober 2026
Water → 9-(4'-(8-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)dibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole
https://huagongshe.com/reaction/1486373
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | 9-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole | HCID 58299268 | — |
| Edukt | 2-(4-(8-bromodibenzo[b,d]furan-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole | HCID 117607257 | — |
| Katalysator | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Produkt | 9-(4'-(8-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)dibenzo[b,d]furan-2-yl)-[1,1'-biphenyl]-4-yl)-9H-carbazole | HCID 117607249 | — |
Reaktionsschritte
A mixture of Compound 10 (1.25 g, 2.43 mmol), 9-(4′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-4-yl)-9H-carbazole (1.123 g, 2.52 mmol), tetrakis(triphenylphosphine) palladium(0) (0.14 g, 0.12 mmol), potassium carbonate (1.00 g, 7.27 mmol), 1,4-dioxane (25.00 mL), and water (5.00 mL) was degassed with bubbling argon for 45 minutes at 50° C. The reaction was then heated to 100° C. and stirred overnight (17 hours), maintaining an argon atmosphere. The precipitated product was filtered (filtrate saved for later purification), dried, and purified by column chromatography, on a silica gel column, with acetone in hexanes as the eluent. The product fractions were then dried to yield Host-4 (1.09 g). On the filtrate from the initial filtration, the material was extracted with ethyl acetate, dried, and purified by column chromatography, with the same eluent as the first column. The product fractions were then dried and combined with the collected product from the first column to yield a total of 1.40 g (76.2%) of Host-4. Confirmed by LCMS (APCI): calculated for C55H35N3O (M+H): 754. Found: 754.
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-1cfd5512291648d4b3a3845631cf84f8 |
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| Quellennotiz | uspto-grants-2016_08 |
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