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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 479144Erstellt: 26. Oktober 2026

Triphenylphosphine → 4-{3-[2-(4-Methoxy-phenyl)-5-methyl-oxazol-4-yl]-propoxy}-naphthalene-1-carbaldehyde

https://huagongshe.com/reaction/479144

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt4-Hydroxy-1-naphthaldehydeHCID 344290—
EduktDiisopropyl azodicarboxylateHCID 5363146—
Edukt3-[2-(4-Methoxy-phenyl)-5-methyl-oxazol-4-yl]-propan-1-olHCID 18003525—
LösungsmittelTolueneHCID 1140—
Produkt4-{3-[2-(4-Methoxy-phenyl)-5-methyl-oxazol-4-yl]-propoxy}-naphthalene-1-carbaldehydeHCID 18003597—

Reaktionsschritte

g of the above prepared 3-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-propan-1ol (4.04 mmol) was dissolved in 21 ml of toluene and treated successively at 0° C. with 0.696 g of 4-hydroxy-naphthalene-1-carbaldehyde (4.04 mmol), 1.061 g of triphenylphosphine (4.04 mmol), and 0.818 g (4.04 mmol) of DIAD. The cooling bath was then removed and stirring continued for 3 h. Pouring onto crashed ice, twofold extraction with AcOEt, washing with 3N NaOH and water, drying over magnesium sulfate, and evaporation of the solvents, followed by flash chromatography (silica gel, hexane/AcOEt=7/3) left finally 1.084 g of the title compound as light yellow gum.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06642389B2
Quelldatensatzuspto-grants-2003_11
ORD IDord-744c70bc541d45089c2e43a675e97ae7
Quellennotizuspto-grants-2003_11