HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 9-Phenyl-9H,9'H-[3,3']bicarbazolyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromocarbazole | HCID 252446 | — |
| Reactant | 9-Phenyl-9H-carbazole-3-boronic acid | HCID 51358450 | — |
| Catalyst | Tri-o-tolylphosphine | HCID 80271 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 9-Phenyl-9H,9'H-[3,3']bicarbazolyl | HCID 59306629 | 63.3% |
Reaction Steps
A mixed solution of 20.9 g of 3-bromocarbazole, 15.0 g of 9-phenylcarbazole-3-boronic acid, 366 mg of palladium acetate, 300 mg of tris(2-methylphenyl)phosphine, 105 ml of a 2M aqueous potassium carbonate solution and 260 ml of dimethoxyethane was refluxed for 6 hours under a nitrogen flow. The solution was cooled to room temperature, and then extracted with 500 ml of tetrahydrofuran. The organic layer was washed with 100 ml of a saturated saline solution twice, dried over magnesium sulfate, and then evaporated. The resultant concentrate was purified by o-xylene recrystallization and then vacuum-dried to obtain 13.5 g of 9-phenyl-9H,9′H-3,3′-bicarbazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09391288B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-f963bd16cdc64d679f99b4ee8c3edda1 |
| Source note | uspto-grants-2016_07 |