HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 713581Erstellt: 26. Oktober 2026
M-Cresol → 10-phenyl-11H-indeno[1,2-b]quinolin-11-one
https://huagongshe.com/reaction/713581
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | M-Cresol | HCID 342 | — |
| Edukt | Quinoline | HCID 7047 | — |
| Edukt | 1,3-Indandione | HCID 11815 | — |
| Edukt | CID 3610038 | HCID 3610038 | — |
| Edukt | 6H-indeno[2,1-b]quinoline | HCID 4780556 | — |
| Lösungsmittel | Triethylamine methanol | HCID 22728368 | — |
| Produkt | 10-phenyl-11H-indeno[1,2-b]quinolin-11-one | HCID 13641645 | 81,3% |
Reaktionsschritte
The 6H-indeno[2,1-b]quinoline derivative of the present invention can be synthesized at high percentage yield by performing non-metal catalytic Friedlämder reaction to obtain derivatives containing quinolin and ketone. The starting materials 1H-indene-1,3(2H)-dione (307 mg, 1.00 m), 2-amonobenzophenone (400 mg, 2.00 mmol), diphenyl phosphate (DPP, 751 mg, 3.00 mmol) and just-evaporated m-cresol are mixed in a round bottom flask and heated to 140° C. for two hours under nitrogen atmosphere. After reaction, 10% triethylamine/methanol is added into the crude product and then filtered to remove precipitates. Finally, 10-phenyl-11H-indeno[1,2-b]quinolin-11-one, appearing yellow, is separated from the mixture by using column chromatography with N-hexane:ethyl acetate =10:1. The percentage yield is 81.3%. 10-phenyl-11H-indeno[1,2-b]quinolin-11-one obtained here can be also used as starting materials to produce other 6H-indeno[2,1-b]quinoline derivatives.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09184396B2 |
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| Quelldatensatz | uspto-grants-2015_11 |
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| ORD ID | ord-adea1f73966d4f6ab9f307d2f1d12bbc |
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| Quellennotiz | uspto-grants-2015_11 |
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