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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 385946Erstellt: 25. Oktober 2026

Phosphorus tribromide → 3-(Bromomethyl)-6-chloro-2-methylpyridine

https://huagongshe.com/reaction/385946

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus tribromideHCID 24614—
Edukt(6-Chloro-2-methylpyridin-3-yl)methanolHCID 59525984—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-(Bromomethyl)-6-chloro-2-methylpyridineHCID 59526174—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

(6-Chloro-2-methylpyridin-3-yl)methanol (500 mg, 3.17 mmol) was taken up in dichloromethane (9.1 mL) and cooled to 0° C. Phosphorus tribromide (0.6 mL, 6.35 mmol) was added dropwise, and the reaction was allowed to warm to room temperature overnight. The reaction was then quenched by slow addition of saturated aqueous sodium bicarbonate, followed by solid sodium carbonate to obtain pH>7. The mixture was extracted with dichloromethane two times. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Purification was performed via silica gel chromatography (0-40% ethyl acetate in hexane) to yield the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08367706B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-b4df6cbfdea64a09926bf2aace03af63
Quellennotizuspto-grants-2013_02