Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | O-Xylene | HCID 7237 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 9-([1,1'-Biphenyl]-4-yl)-3-bromo-9H-carbazole | HCID 53401105 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | 1,1`-Bis(diphenylphosphino)ferrocene | HCID 15241612 | — |
| Product | HCID 66724872 | HCID 66724872 | 93% |
Reaction Steps
3.7 g (9.2 mmol) of 3-bromo-9-(4-biphenylyl)carbazole, 63 mg (0.3 mmol) of palladium acetate, 330 mg (0.6 mmol) of 1,1-bis(diphenylphosphino)ferrocene, and 1.5 g (15 mmol) of sodium-tert-butoxide were put in a three-neck flask and the atmosphere of the flask was substituted by nitrogen, and then, 20 mL of dehydrated xylene was added, and deaeration was performed. Then, 9.3 g (10 mmol) of aniline was added thereto. Under a nitrogen atmosphere, it was heated and stirred at 130° C. for 4 hours. After the termination of the reaction, about 300 mL of hot toluene was added to this suspension, and the mixture was filtered through florisil, alumina, and Celite®. The obtained filtrate was concentrated and hexane was added thereto. Then, it was precipitated by ultrasonic wave. This was filtered, and the residue was dried to obtain 3.5 g (yield: 93%) of N-[(4-biphenylyl)carbazol-3-yl]-N-phenylamine (BCA) which was cream-colored powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07649197B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-e63c52ea8016436d8fcf154a20cf722f |
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| Source note | uspto-grants-2010_01 |
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