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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 540336Erstellt: 24. Oktober 2026

Potassium Carbonate → Methyl 2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinoline-4-carboxylate

https://huagongshe.com/de/reaction/540336

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktMethyl 2-chloroquinoline-4-carboxylateHCID 5202936—
Edukt2,3,4,5-Tetrahydro-1H-benzo[c]azepine hydrochlorideHCID 17848794—
KatalysatorTetrabutylammonium IodideHCID 67553—
LösungsmittelTolueneHCID 1140—
ProduktMethyl 2-(1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)quinoline-4-carboxylateHCID 7125548243,9%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

The mixture of 2-chloroquinoline-4-carboxylic acid methyl ester (3 g, 13.5 mmol), 2,3,4,5-tetrahydro-1H-2-benzazepine hydrochloride (3 g, 16.3 mmol), potassium carbonate (4.5 g, 32.6 mmol), tetrabutylammonium iodide (300 mg) and toluene (60 mL) was heated with stirring at 110° C. for 5 days. The solvent was removed under reduced pressure to give a residue which was purified by column chromatography on silica gel (ethyl acetate/petroleum ether, 1:4) to give 1.97 g of product as a yellow solid. MS obsd. (ESI+) [(M+H)+] 333.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08871756B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-19110ca4eced459bbf086d9bfde407b0
Quellennotizuspto-grants-2014_10