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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 8221Erstellt: 23. Oktober 2026

Sulfuric Acid → 4,7-Dimethylquinoline

https://huagongshe.com/de/reaction/8221

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSulfuric AcidHCID 1118—
EduktMethyl vinyl ketoneHCID 6570—
Eduktm-ToluidineHCID 7934—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4,7-DimethylquinolineHCID 123499—

Reaktionsbedingungen

Temperatur12 °C

Reaktionsschritte

A solution of 3-methyl-phenylamine (1 eq), in 1,4-dioxane is stirred and cooled to approximately 12° C. Sulfuric acid (2 eq.) is slowly added and heated at reflux. Methylvinyl ketone (1.5 eq) is added dropwise into the refluxing solution. The solution is heated for 1 h after addition is complete. The reaction solution is evaporated to dryness and dissolved in methylene chloride. The solution is adjusted to pH 8 with 1 M sodium carbonate and extracted with three times with water. The residue is chromatographed on SiO2 (70/30 hexane/ethylacetate) to yield the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087626B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-da6e96936d2f4a35966ec382e248cadc
Quellennotizuspto-grants-2006_08