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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 46395Erstellt: 25. Oktober 2026

Potassium Carbonate → 4-(5-Chloro-2-hydroxyphenyl)pyridine-2-carbaldehyde

https://huagongshe.com/reaction/46395

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt1,4-DioxaneHCID 31275—
Edukt4-Bromopyridine-2-carbaldehydeHCID 14761472—
Edukt(5-Chloro-2-hydroxyphenyl)boronic Acid (contains varying amounts of Anhydride)HCID 23005362—
KatalysatorDichlorobis(triphenylphosphine)palladiumHCID 6102075—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-(5-Chloro-2-hydroxyphenyl)pyridine-2-carbaldehydeHCID 13606362322,1%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

(5-Chloro-2-hydroxyphenyl) boronic acid (1.58 g, 0.00914 mol) was combined with 4-bromopyridine-2-carbaldehyde (1.70 g, 0.0091 mol), bis(triphenylphosphine)palladium (II) chloride (0.321 g, 0.00046 mol) and potassium carbonate (3.16 g, 0.0228 mol) in a 5 mL microwave vial. 1,4-dioxane (3 mL) and water (0.2 mL) were added and heated to 100° C. for 50 minutes in the microwave. The reaction was diluted with ethyl acetate (30 mL) and water (20 mL), filtered, the organic phase was separated then dried over anhydrous sodium sulphate, concentrated in vacuo and purified by flash column chromatography, ISCO™ (80 g column, eluting with 100% heptane to 50% v/v ethyl acetate in heptane) to give the title compound as a beige solid (0.47 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541588B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-63765137801a43b0b79bba7986e4c2d9
Quellennotizuspto-grants-2013_09