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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 409733Erstellt: 23. Oktober 2026

Water → 4-(4-Ethoxyphenyl)pyridine

https://huagongshe.com/de/reaction/409733

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
PatentnummerUS08759528B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-0773c6064e154ae6a9f6b0133b2f14be
Quellennotizuspto-grants-2014_06