HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 408067Erstellt: 24. Oktober 2026
Tris(1,1-dimethylethyl)phosphine → 11-(4-Carbazolylphenyl)indolo[2,3-a]carbazole
https://huagongshe.com/de/reaction/408067
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Edukt | Indolo[2,3-a]carbazole | HCID 21882147 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Edukt | 3-Carbazolylbromobenzene | HCID 66937316 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | 11-(4-Carbazolylphenyl)indolo[2,3-a]carbazole | HCID 66937598 | 47% |
Reaktionsschritte
In a 100-ml three-necked flask that had been deaerated and filled with nitrogen was placed a solution of 0.21 g (0.94 millimole) of palladium(II) acetate, 0.76 g (3.8 millimoles) of tri-tert-butylphosphine was added, and the mixture was heated at 60° C. with stirring for 30 minutes. The resulting solution was transferred under nitrogen flow to a solution heated at 60° C. of 4.6 g (18.0 millimoles) of indolo[2,3-a]carbazole, 5.8 g (18.0 millimoles) of 3-carbazolylbromobenzene, and 7.7 g (80.0 millimoles) of sodium tert-butoxide in 180 ml of xylene. The solution was then heated to 130° C., and heated with stirring at this temperature for 5 hours. The solution was cooled to room temperature and 200 ml of water was added. The mixture was subjected to oil-water separation, and the organic layer was concentrated under reduced pressure to give a crude product. The crude product was purified by crystallization from dichloromethane and ethanol, the solvent was stripped off under reduced pressure, and 4.2 g (8.4 millimoles, 47% yield) of 11-(4-carbazolylphenyl)indolo[2,3-a]carbazole was obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08758904B2 |
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| Quelldatensatz | uspto-grants-2014_06 |
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| ORD ID | ord-a9948952bf76433eafe4ea80146ae1c3 |
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| Quellennotiz | uspto-grants-2014_06 |
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