HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → 10,11,11-triphenyl-11H-indeno[1,2-b]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | 10,11-diphenyl-11H-indeno[1,2-b]quinolin-11-ol | HCID 117606248 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 10,11,11-triphenyl-11H-indeno[1,2-b]quinoline | HCID 117606243 | 91.7% |
Reaction Steps
In all embodiment, the starting material 10,11-diphenyl-11H-indeno[1,2-b]quinolin-11-ol (385 mg, 2.50 mmol) and benzene (1430 mg, 18.31 mmol) are placed in a round bottom flask and then dissolved in 10 ml of dichloromethane. Subsequently, trifluoromethanesulfonic acid (0.09 ml, 1.10 mmol) is slowly dripped into the flask to promote reaction. After 12 hours of reaction at 140° C., the crude product is extracted with 50 ml of Ethyl acetate 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 281 mg of 10,11,11-triphenyl-11H-indeno[1,2-b]quinoline. The percentage yield is 91.7%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09184396B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-d24a53de98e54f2aad73f7a640612a2c |
| Source note | uspto-grants-2015_11 |