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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2390774Erstellt: 24. Oktober 2026

Ammonium Chloride → 2-(2-Chloropyridin-4-yl)-1-(3-methoxy-5-methylphenyl)ethanone

https://huagongshe.com/de/reaction/2390774

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
Edukt2-Chloro-4-methylpyridineHCID 77248—
EduktLithium HexamethyldisilazideHCID 2733832—
EduktMethyl 3-methoxy-5-methylbenzoateHCID 13834966—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(2-Chloropyridin-4-yl)-1-(3-methoxy-5-methylphenyl)ethanoneHCID 50898940—

Reaktionsschritte

To a solution of methyl 3-methoxy-5-methylbenzoate (9.0 g, 50 mmol) and 2-chloro-4-methylpyridine (7.0 g, 55 mmol) in tetrahydrofuran (90 mL) was dropwise added lithium hexamethyldisilazide (75 mL, 75 mmol, 1M In THF) at 0° C. under a nitrogen atmosphere, and stirred at room temperature for 18 hours. After completion of the nucleophilic attack reaction, the reaction mixture was neutralized with a saturated ammonium chloride solution (150 mL) and extracted with ethyl acetate (300 mL×2). The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated by vacuum distillation, and the concentrate (9.92 g, 72%) was used in the next reaction without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08273880B2
Quelldatensatzuspto-grants-2012_09
ORD IDord-4bb9427800bb4227909549292e934e67
Quellennotizuspto-grants-2012_09