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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 34648Erstellt: 24. Oktober 2026

Propynal → 5(6H)-Quinolinone, 7,8-dihydro-

https://huagongshe.com/de/reaction/34648

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPropynalHCID 12222—
Edukt3-Aminocyclohex-2-en-1-oneHCID 78892—
LösungsmittelDimethylformamideHCID 6228—
Produkt5(6H)-Quinolinone, 7,8-dihydro-HCID 301681154,2%

Reaktionsschritte

The procedure of Rimek and Zymalkowski (Arch. Pharm. 1961, 294, 759-765) was followed. Over a period of 1 hour, 40.9 g (0.757 mol) of freshly-distilled propiolaldehyde was added dropwise to a solution of 42.1 g (0.379 mol) of 3-amino-2-cyclohexenone in 1.5 1 of N,N-dimethylformamide (DMF). The solution was stirred at room temperature for 12 hours. The DMF was evaporated at reduced pressure. Vacuum distillation (bp 60°-65° C. at 0.025-0.050 mmHg) of the resultant black tars gave 30.2 g (54.2%) of 7,8-dihydro-5(6H)-quinolinone as a colorless liquid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04762843
Quelldatensatzuspto-grants-1988_08
ORD IDord-d095c268899d483fbe6ef5a5fd78e336
Quellennotizuspto-grants-1988_08