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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 750082Erstellt: 24. Oktober 2026

Monobenzone → 3-(4-Benzyloxy-phenoxy)-pyridine

https://huagongshe.com/de/reaction/750082

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMonobenzoneHCID 7638—
EduktDiglymeHCID 8150—
EduktCesium carbonateHCID 10796—
Edukt3-IodopyridineHCID 70714—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-(4-Benzyloxy-phenoxy)-pyridineHCID 6899918526,2%

Reaktionsschritte

To a solution of p-benzyloxyphenol (550 mg, 2.754 mmol), Cs2CO3 (1.795 g, 5.509 mmol), 3-iodo pyridine (850 mg, 4.14 mmol) in anhydrous dioxane (15 ml) under N2 was added diglyme (38.42 mg, 0.275 mmol). After stirring for 10 min, CuI (19.38 mg, 0.102 mmol) was added and the reaction mixture was kept in a shaker at 85° C. overnight. The mixture was poured into EtOAc and water, the organic layer was dried over Na2SO4, and concentrated. Silica gel flash chromatography using EtOAc/Hexane gave the title compound (200 mg, 17%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07402684B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-2cc37b72f1cc413ca87885e9f795c16a
Quellennotizuspto-grants-2008_07