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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 231652Erstellt: 25. Oktober 2026

Ethanol → 3-Hydroxy-8-methyl-2-[1,1'-biphenyl]-4-yl-4-quinolinecarboxylic acid

https://huagongshe.com/reaction/231652

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
Edukt7-MethylisatinHCID 14313—
EduktSodium HydroxideHCID 14798—
EduktAcetic acid 2-biphenyl-2-yl-2-oxo-ethyl esterHCID 20034058—
LösungsmittelWaterHCID 962—
Produkt3-Hydroxy-8-methyl-2-[1,1'-biphenyl]-4-yl-4-quinolinecarboxylic acidHCID 14498161—

Reaktionsschritte

A suspension of 16.1 g of 7-methyl-2,3-indolinedione in 120 ml of water was treated with a sufficient amount of a solution of 16.6 of sodium hydroxide in 55 ml of water to provide solution. A warm solution of 25.4 g of acetoxyacetylbiphenyl in 350 ml of ethanol was added, followed by the balance of the alkali solution. The mixture was refluxed for 2.5 hours. During the last 1/2 hour 50 ml of ethanol was distilled off. A 300 ml portion of water was added, the mixture was stirred, cooled and filtered through diatomaceous earth. The filtrate was treated with 34 ml of concentrated hydrochloric acid and 12 ml of glacial acetic acid. The resulting solid was collected and recrystallized from ethanol/water, giving 13.6 g of the desired product, mp 178°-180° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04847381
Quelldatensatzuspto-grants-1989_07
ORD IDord-f5040293352c4e43911d9656c29a5a6a
Quellennotizuspto-grants-1989_07