HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbazole → 3-Carbazolylbromobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbazole | HCID 6854 | — |
| Reactant | Benzene, 1-bromo-3-iodo- | HCID 11561 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 3-Carbazolylbromobenzene | HCID 66937316 | 67.5% |
Reaction Steps
Carbazole (7.3 g, 43.7 mmol), 3-bromoiodobenzene (25 g, 87.3 mmol) and sodium t-buthoxide (8.4 g, 87.3 mmol) is suspended in 150 mL of dry xylene under nitrogen atmosphere. Tris(dibenzylideneacetone)dipalladium (200 mg) and 1,1′-bis(diphenylphosphino) ferrocene (400 mg) are added as one portion and the reaction is heated to reflux and stirred under nitrogen atmosphere for 24 h. After cooling the xylene is evaporated and the residue is subjected to column chromatography on silica gel, providing 3-bromophenyl carbazole (9.5 g, yellow solidified oil).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067947B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-410e9dbe31c24850ae3f2d1a62c314dc |
| Source note | uspto-grants-2015_06 |