HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,4'-Dibromobiphenyl → Bisbiphenyl-4-yl-(4'-broMo-biphenyl-4-yl)-aMine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,4'-Dibromobiphenyl | HCID 7110 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Bis-biphenyl-4-yl-amine | HCID 504244 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Bisbiphenyl-4-yl-(4'-broMo-biphenyl-4-yl)-aMine | HCID 58672377 | — |
Reaction Steps
4,4′-Iminobis(biphenyl) (2.0 g, 6.23 mmol), and 4,4′-dibromobiphenyl (3.9 g, 12.6 mmol) were mixed in 150 mL of anhydrous toluene. To the solution was bubbled nitrogen while stirring for 15 min. Pd(OAc)2 (0.02 g, 0.089 mmol), triphenylphosphine (0.09 g, 0.34 mmol) and tBuONa (1.15 g, 11.9 mmol) were added in sequence. The mixture was heated to reflux overnight under nitrogen. After cooling, the reaction mixture was filtered through Celite pad and the solvent was then evaporated. The residue (3.1 g, 90%) was recrystallized by toluene and the crystal was further purified by boiling with 15 ml degassed toluene, 2.7 g (78%) of the desired compound was collected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716484B1 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-23009e21ce1e4bcfa876bd5d526b11cb |
| Source note | uspto-grants-2014_05 |