HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,10-Phenanthroline → 4,4'-Dibromo-N,N-diphenyl[1,1'-biphenyl]-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,10-Phenanthroline | HCID 1318 | — |
| Edukt | Iodobenzene | HCID 11575 | — |
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | 5-Bromo-2-(4-bromophenyl)aniline | HCID 4559420 | — |
| Katalysator | Cuprous chloride | HCID 62652 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 4,4'-Dibromo-N,N-diphenyl[1,1'-biphenyl]-2-amine | HCID 21976317 | 835,7% |
Reaktionsschritte
4,4′-Dibromo-2-amino-1,1′-biphenyl (16.35 g, prepared according to Libman and Slack (1951) J. Chem. Soc., p. 2588), iodobenzene (26.52 g, 0.13 mol), flake potassium hydroxide (22.4 g, 0.35 mol), 1,10-phenanthroline (0.45 g), copper (I) chloride (0.25 g), and toluene (30 ml) were charged into a flask and stirred at reflux for 15 hours. The dark reaction mixture was cooled to room temperature and diluted with 200 ml of toluene. The toluene solution was washed with DI water, dried with magnesium sulfate, and evaporated. The dark residue obtained was recrystallized trice from hexane/toluene (4:1 volume) to yield 10 grams of white crystals to yield the desired monomer. 1H NMR (CDCl3): δ=6.8–7.5, multiple peaks.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07098297B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-709f53a743134d82ad7ff2bb00604b97 |
| Quellennotiz | uspto-grants-2006_08 |