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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1860811Erstellt: 25. Oktober 2026

Water → 4-Methoxy-3-(pyridin-3-yl)benzaldehyde

https://huagongshe.com/reaction/1860811

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CarbonateHCID 10340—
EduktPyridine-3-boronic acid propane diolHCID 69587225—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelTolueneHCID 1140—
Produkt4-Methoxy-3-(pyridin-3-yl)benzaldehydeHCID 2239152187%

Reaktionsschritte

Tetrakis(triphenylphosphine)palladium(0) (0.2 g) was added to a solution of 3-bromo-4-methoxybenzldehyde (1.25 g) in toluene (10 ml) and ethanol (10 ml), followed by addition of 2M aqueous sodium carbonate (11 ml). To this mixture was added pyridine-3-boronic acid propane diol (1 g), and the mixture was heated to reflux. After 2 hours, the reaction was added to water (75 ml) and extracted with ethyl acetate (2×75 ml). The combined organic layers were washed with saturated aqueous sodium bicarbonate (100 ml) and brine (100 ml), dried over magnesium sulfate and concentrated. Chromatography (silica, 20-50% ethyl acetate/hexanes) afforded 1.08 g (87%) of 3-(3-pyridyl)-4-methoxybenzaldehyde as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06531502B1
Quelldatensatzuspto-grants-2003_03
ORD IDord-877ab030e4aa47968e538d56a677f0f1
Quellennotizuspto-grants-2003_03