HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2091440Erstellt: 26. Oktober 2026
Toluene → N4,N4,N4'-Triphenyl-[1,1'-biphenyl]-4,4'-diamine
https://huagongshe.com/reaction/2091440
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 4-Bromodiphenylamine | HCID 6425786 | — |
| Edukt | 4-(Diphenylamino)phenylboronic Acid (contains varying amounts of Anhydride) | HCID 12166934 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Katalysator | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | N4,N4,N4'-Triphenyl-[1,1'-biphenyl]-4,4'-diamine | HCID 22013295 | 81,4% |
Reaktionsschritte
4-(diphenylamino)phenylboronic acid (4.87 g, 16.8 mmol), 4-bromo-N-phenylaniline (3.5 g, 14 mmol), potassium phosphate (9.2 g, 42 mmol), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (0.23 g, 0.56 mmol) were added to a three-neck flask under nitrogen. 200 mL of toluene and 20 mL of water was then added. The solution was degassed with nitrogen for 20 minutes. Pd2(dba)3 (0.13 g, 0.14 mmol) was added to the mixture. The mixture was then heated up to reflux overnight. After cooled to room temperature, the organic layer was separated and dried over magnesium sulfate. After evaporating solvent, the residue was purified by column chromatography using 1:2 dichloromethane and hexanes as eluent. 4.7 g of desired product was obtained. (81% yield)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08440326B2 |
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| Quelldatensatz | uspto-grants-2013_05 |
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| ORD ID | ord-e54bba8890714effaf8a5159aeabcd93 |
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| Quellennotiz | uspto-grants-2013_05 |
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