Zurück
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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktM-CresolHCID 342—
EduktQuinolineHCID 7047—
Edukt1,3-IndandioneHCID 11815—
EduktCID 3610038HCID 3610038—
Edukt6H-indeno[2,1-b]quinolineHCID 4780556—
LösungsmittelTriethylamine methanolHCID 22728368—
Produkt10-phenyl-11H-indeno[1,2-b]quinolin-11-oneHCID 1364164581,3%

Reaktionsbedingungen

Temperatur140 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09184396B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-adea1f73966d4f6ab9f307d2f1d12bbc
Quellennotizuspto-grants-2015_11