HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,4'-Dibromobiphenyl → HCID 66797677, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,4'-Dibromobiphenyl | HCID 7110 | — |
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 7,7-Dimethyl-5,7-dihydroindeno[2,1-b]carbazole | HCID 66585204 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66797677 | HCID 66797677 | 43.1% |
Reaction Steps
20 g (70.58 mmol) of 12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]-fluorene and 33 g (105.87 mmol) of 4,4′-dibromobiphenyl are dissolved in toluene and degassed by introduction of a protective gas. 4.94 ml (4.94 mmol/1 M solution in toluene) of tri-tert-butylphosphine, 633.8 mg (2.82 mmol) of Pd(OAc)2 and 10.2 g (105.87 mmol) of NaOtBu are subsequently added. The solids are degassed in advance, the reaction mixture is subsequently degassed and then stirred under reflux for 5 h. The warm reaction solution is filtered through Alox B (activity grade 1), washed with water, dried and evaporated. Crystallisation from toluene gives 15.6 g (30.4 mmol) (43%) of the product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126970B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-506b0acef17944429d9dc25a2ad15318 |
| Source note | uspto-grants-2015_09 |