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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1617313Erstellt: 23. Oktober 2026

Water → 4-(4-Ethoxyphenyl)pyridine

https://huagongshe.com/de/reaction/1617313

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CarbonateHCID 10340—
Edukt1-Ethoxy-4-iodobenzeneHCID 220700—
Edukt(Pyridin-4-yl)boronic acidHCID 2734379—
LösungsmittelMethanolHCID 887—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-(4-Ethoxyphenyl)pyridineHCID 70700933—

Reaktionsschritte

Under inert gas atmosphere 88 mg (0.12 mmol) PdCl2(dppf)xCH2Cl2, 13.6 mL (27.2 mmol) 2N sodium carbonate solution and 1.64 g (13.3 mmol) pyridine-4-boronic acid are added to 3.00 g (12.1 mmol) 1-ethoxy-4-iodo-benzene in 18 mL 1,4-dioxane and 6 mL methanol. The mixture is stirred for 2 d at reflux. After that time, water is added. The precipitate is filtered off, taken up in DCM and extracted with water. The organic layer is dried over sodium sulphate and the solvent is evaporated. The residue is purified by column chromatography (silica gel; gradient DCM:MeOH 100:0→95:5) to yield the desired product which is directly used in the next reaction step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08765959B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-71ae10d6a4d24a50bd57f81488ef55cf
Quellennotizuspto-grants-2014_07