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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1626425Erstellt: 25. Oktober 2026

Phosphorus oxychloride → 2-Chloro-8-methylquinoline

https://huagongshe.com/reaction/1626425

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus oxychlorideHCID 24813—
EduktQuinoline, 8-methyl-, 1-oxideHCID 12488418—
LösungsmittelTolueneHCID 1140—
Produkt2-Chloro-8-methylquinolineHCID 2154019581,5%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 8-methylquinoline 1-oxide (0.440 g, 2.764 mmol) in toluene (10 ml) was added phosphoryl trichloride (1.265 ml, 13.82 mmol), and the reaction was heated to 80° C. for 2 hours. The reaction was cooled to ambient temperature and concentrated. The crude material was taken up in EtOAc and washed with saturated sodium bicarbonate and saturated sodium chloride. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated to yield the desired compound (0.4 g, 2.252 mmol, 81.47% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08785445B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-d263980c4bda4320b5b4930f4bff2cf5
Quellennotizuspto-grants-2014_07