HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1502190Erstellt: 24. Oktober 2026
Toluene → [3'-(3,6-Diphenylcarbazol-9-yl)biphenyl-3-yloxy]methane
https://huagongshe.com/de/reaction/1502190
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (3-Methoxyphenyl)boronic acid | HCID 2734370 | — |
| Edukt | 9-(3-bromophenyl)-3,6-diphenyl-9H-Carbazole | HCID 58142231 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | [3'-(3,6-Diphenylcarbazol-9-yl)biphenyl-3-yloxy]methane | HCID 66717069 | 85,4% |
Reaktionsschritte
The obtained 9-(3-bromophenyl)-3,6-diphenylcarbazole (3.20 g, 6.75 mmol), 3-methoxyphenylboronic acid (1.54 g, 10.1 mmol) and tetrakis(triphenylphosphine)palladium (0.124 g) were added to a solvent mixture of toluene (30 mL) and ethanol (10 mL). Then, an aqueous solution of sodium carbonate (37.3 g) in distilled water (90 mL) was added the mixture. The resultant mixture was refluxed for 9 hours in a nitrogen atmosphere and then cooled to room temperature. The obtained mixture was diluted with methylene chloride and the insoluble matter was removed through filtration. The organic layer was washed with water and separated. The solvent was evaporated under reduced pressure. The residue was purified through silica gel column chromatography using as an eluent a solvent mixture of methylene chloride/hexane (2/3 by volume), to thereby obtain 2.89 g of [3′-(3,6-diphenylcarbazol-9-yl)biphenyl-3-yloxy]methane.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09206202B2 |
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| Quelldatensatz | uspto-grants-2015_12 |
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| ORD ID | ord-31d2d8947f3d4766817a5f37423f0bd2 |
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| Quellennotiz | uspto-grants-2015_12 |
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