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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22163Erstellt: 24. Oktober 2026

18-Crown-6 → 7-[(4,6-Dimethoxy-pyrimidin-2-yl)oxy]-3-phenoxy-phthalide

https://huagongshe.com/de/reaction/22163

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt18-Crown-6HCID 28557—
Edukt3-Chloro-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalideHCID 19927406—
EduktPotassium phenoxideHCID 23670670—
LösungsmittelAcetonitrileHCID 6342—
Produkt7-[(4,6-Dimethoxy-pyrimidin-2-yl)oxy]-3-phenoxy-phthalideHCID 19927487—

Reaktionsschritte

A mixture of 1.4 g of 3-chloro-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide (see Example 85) and 0.63 g of potassium phenolate is heated at reflux temperature in the presence of a spatula tip of 18-crown-6 in 15 ml of acetonitrile. After 19 hours, the reaction mixture is filtered through Celite® and concentrated by evaporation, and the crude product is purified by column chromatography (eluant 25% ethyl acetate/n-hexane) to yield 7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-3-phenoxy-phthalide in the form of white crystals, m.p. 155°-157° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05428002
Quelldatensatzuspto-grants-1995_06
ORD IDord-85c2ecd43fd34e1c8da55ae9f327b579
Quellennotizuspto-grants-1995_06