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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1813915Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 4-(1-Ethyl-propoxy)-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline

https://huagongshe.com/reaction/1813915

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
Edukt3-PentanolHCID 11428—
EduktSodium hydrideHCID 24758—
Edukt2-Methyl-4-chloro-8-(2,4,6-trimethylphenyl)-quinolineHCID 22504352—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(1-Ethyl-propoxy)-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinolineHCID 9841221—

Reaktionsbedingungen

Temperatur12 °C

Reaktionsschritte

To a solution of 3-pentanol (5.8 ml, 52.7 mmol) in dry THF (5 ml) was added sodium hydride (NaH) portionwise over a period of 10 min. A solution of 4-chloro-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline (4.0006 g, 13.52 mmol) in dry THF (10 ml) was added. After stirring at room temperature as for 10 min, 15 ml of dry DMSO was added. The resulting mixture was heated in a 12° C. oil bath for 1.5 hours. The mixture was quenched with water and extracted with EtOAc. The organic layer was separated, dried, filtered, and concentrated to give the title compound as 5.002 g of a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06875769B2
Quelldatensatzuspto-grants-2005_04
ORD IDord-cd1a60c919e14cc2af1b0e49b4aed068
Quellennotizuspto-grants-2005_04