Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbazole | HCID 6854 | — |
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Di-tert-butyl(1-methyl-2,2-diphenylcyclopropyl)phosphane | HCID 21909131 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 9-Phenylcarbazole | HCID 70851 | 98.4% |
Reaction Steps
To a solution of carbazole (0.34 g, 2.0 mmol) in xylene (4 ml) were added sodium tert-butoxide (0.23 g, 2.4 mmol), bromobenzene (0.23 ml, 2.2 mmol), palladium acetate (4.5 mg, 0.02 mmol) and 2,2-diphenyl-1-(di-tert-butylphosphino)-1-methylcyclopropane (14.1 mg, 0.04 mmol) obtained in Example 4 under a nitrogen atmosphere and the mixture was stirred for 3 hours at 120° C. The reaction mixture was cooled, washed with water, and dried over anhydrous magnesium sulfate. Then, the solvent was removed under reduced pressure, and the concentrate was purified by column chromatography to give N-phenylcarbazole (0.479 g, 98%, purity: >99%) as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07129367B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-6856358251524857ae1fff82e822318b |
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| Source note | uspto-grants-2006_10 |
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