HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 71238684, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 3,6-Dibromo-9-(4-methylphenyl)-9H-carbazole | HCID 53401077 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 71238684 | HCID 71238684 | 51.7% |
Reaction Steps
3,6-Dibromo-N-(4-methylphenyl)carbazole (6.23 g) and phenylboronic acid (2.01 g) were added to a solvent mixture of toluene (60 mL) and ethanol (15 mL), followed by bubbling with nitrogen. Then, tetrakistriphenylphosphine palladium (290 mg) and 21.2% aqueous sodium carbonate solution (15.0 g) were added to the mixture, and the resultant mixture was refluxed under nitrogen flow for 5 hours. The mixture was diluted with toluene. The toluene layer was washed with water and dried and the toluene was evaporated. The residue was treated through silica gel column chromatography (eluent: toluene/hexane=1/4 (by mass)), to thereby obtain 3.20 g of 3-bromo-6-phenyl-N-(4-methylphenyl)carbazole as colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206202B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-575baa2aace94c44ad6a14d54e804c2f |
| Source note | uspto-grants-2015_12 |