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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1850300Erstellt: 25. Oktober 2026

Phosphorus oxychloride → 2-Chloro-8-methylquinoline

https://huagongshe.com/reaction/1850300

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus oxychlorideHCID 24813—
Edukt8-methylquinolin-2(1H)-oneHCID 5325167—
Produkt2-Chloro-8-methylquinolineHCID 2154019563%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A mixture of 8-methyl-1H-quinolin-2-one (107) (580 mg, 3.6 mmol) and phosphorus oxychloride (5 mL) was stirred at 60° C. overnight. The mixture was then poured onto ice water and extracted with DCM (3×50 mL). The combined extracts were washed with water (2×100 mL) and dried with Na2SO4, and the solvent was removed. The residue was chromatographed on silica gel using 5% to 20% EtOAc in petroleum ether to give product (108) as small colorless crystals (400 mg, 2.3 mmol, 63% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08957073B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-79a3c70f3e354e5c8bbbeffcc8f0df80
Quellennotizuspto-grants-2015_02