HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methyl-N-(4-methylphenyl)-N-phenylbenzenamine → 10-phenyl-11,11-bis(9-phenyl-9H-carbazol-3-yl)-11H-indeno[1,2-b]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methyl-N-(4-methylphenyl)-N-phenylbenzenamine | HCID 88539 | — |
| Reactant | 10-phenyl-11H-indeno[1,2-b]quinolin-11-one | HCID 13641645 | — |
| Reactant | Phosphorus Pentoxide-Methanesulfonic Acid | HCID 86584057 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 10-phenyl-11,11-bis(9-phenyl-9H-carbazol-3-yl)-11H-indeno[1,2-b]quinoline | HCID 117606247 | 188.7% |
Reaction Steps
Referring to the reaction formula above, 10-phenyl-11H-indeno[1,2-b]quinolin-11-one (860 mg, 2.80 mmol) and 4-methyl-N-phenyl-N-(p-tolyl)aniline (1668 mg, 6.10 mmol) are placed in a round bottom flask and then dissolved in 5 ml of dichloromethane. Subsequently, 800 μl of Eaton's reagent is slowly dripped into the flask to promote reaction. After 12 hours of reaction at 100° C., the crude product is extracted with 20 ml of dichloromethane and sodium bicarbonate for three times. Finally, an organic layer of the crude product is dehydrated with magnesium sulfate and concentrated to be sublimated and purified to obtain 2050 mg of 10-phenyl-11,11-bis(9-phenyl-9H-carbazol-3-yl)-11H-indeno[1,2-b]quinoline. The percentage yield is 87.6%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09184396B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-fb8bb0ddcbe0426abe363273f72010b2 |
| Source note | uspto-grants-2015_11 |