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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1518962Erstellt: 26. Oktober 2026

3-Bromo-2-chloro-6-methylpyridine → 3-Bromo-2-methoxy-6-methylpyridine

https://huagongshe.com/reaction/1518962

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Bromo-2-chloro-6-methylpyridineHCID 2734418—
EduktSodium MethoxideHCID 10942334—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Bromo-2-methoxy-6-methylpyridineHCID 2195258746,1%

Reaktionsschritte

To a cooled (0° C.) solution of 3-bromo-2-chloro-6-methylpyridine (300 mg, 1.45 mmol) in tetrahydrofuran (20 mL), add sodium methoxide (1.57 g, 29 mmol), slowly with stirring. Allow the mixture to warm to ambient temperature and stir overnight. Add additional sodium methoxide (500 mg) and stir at 100° C. overnight. Quench with water (20 mL), extract three times with ethyl acetate (30 mL). Combine the organics and wash with water then brine, and dry over sodium sulphate. Filter and concentrate to give the title product as a yellow solid (135 mg, 46%). 1HNMR (MeOH-d4): δ 7.72 (d, 1H), 6.70 (d, 1H), 3.93 (s, 3H), 2.38 (s, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073856B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-8d366de7535d4acfbe9c4cc74166b2f9
Quellennotizuspto-grants-2015_07