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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 233278Erstellt: 24. Oktober 2026

Sodium hydride → 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamonitrile

https://huagongshe.com/de/reaction/233278

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktDiethyl (cyanomethyl)phosphonateHCID 75676—
Edukt4-[2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy]benzaldehydeHCID 10757106—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamonitrileHCID 5366297285%

Reaktionsschritte

Sodium hydride (60% in oil, 2.0 g) was added, in small portions at 0° C. a solution of diethyl cyanomethylphosphonate (8.2 g) in tetrahydrofuran (150 ml). The mixture was stirred for about 15 minutes, to which was added 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzaldehyde (13.0 g), and the mixture was stirred for 30 minutes at room temperature. The reaction mixture was poured into ice-water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), then the solvent was distilled off to leave 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]cinnamonitrile (11.8 g, 85%). The product was recrystallized from ethyl acetate--hexane to give colorless needles, m.p.112°-113° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05591862
Quelldatensatzuspto-grants-1997_01
ORD IDord-12d6a4b2e7c5455cb01963c85d03fe6b
Quellennotizuspto-grants-1997_01