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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 658086Erstellt: 24. Oktober 2026

Acetone → 2-(6-Bromo-5-methoxypyridin-2-yl)propan-2-ol

https://huagongshe.com/de/reaction/658086

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetoneHCID 180—
EduktWaterHCID 962—
Edukt2-Bromo-6-iodo-3-methoxypyridineHCID 11099040—
EduktButyllithiumHCID 178418339—
LösungsmittelTolueneHCID 1140—
LösungsmittelHexaneHCID 8058—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(6-Bromo-5-methoxypyridin-2-yl)propan-2-olHCID 57556073—

Reaktionsschritte

2-Bromo-6-iodo-3-methoxy-pyridine (500 mg) is dissolved in dry toluene (5 ml) and thereto is added dropwise 1.6M n-butyllithium in hexane (1 ml) at −78° C. under nitrogen atmosphere, and the mixture is stirred for 1 hour and thereto is added acetone (0.23 ml), and the mixture is stirred overnight. To the reaction solution are added water and ethyl acetate, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=4:1→6:2) to give 2-(6-bromo-5-methoxy-pyridin-2-yl)-propan-2-ol (197 mg). MS (m/z): 246/248 [M+H]+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08076364B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-1f6e356549924bf58356ad7926f353d7
Quellennotizuspto-grants-2011_12