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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1252628Erstellt: 26. Oktober 2026

p-Toluenesulfonic acid → Triphenylphosphine Oxide

https://huagongshe.com/reaction/1252628

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
EduktAcetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70670—
Edukt2-(1-hydroxy-1-methoxymethyl)-5-(phenylmethoxy)-4(1H)-pyridinoneHCID 14182517—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktTriphenylphosphine OxideHCID 13097—
Produkt3-[1,4-Dihydro-4-oxo-5-(phenylmethoxy)-2-pyridinyl]-2-propenoic acid, ethyl esterHCID 86742168—

Reaktionsschritte

0.5 g of p-toluenesulfonic acid, 6.26 g of 2-(1-hydroxy-1-methoxymethyl)-5-(phenylmethoxy)-4(1H)-pyridinone and 8.35 g of carbethoxymethylenetriphenylphosphorane were stirred for 3 hours in 100 ml of dioxane at 70° C. A clear, dark-colored solution was formed. Evaporation of the solvent in vacuo yielded an oily residue of the title compound and triphenylphosphine oxide. The residue was dissolved in 30 ml of isopropanol and crystals of product began to separate. After standing in a refrigerator overnight, the crystals were filtered off, washed with ether and recrystallized from isopropanol. Yield: 5.72 g, melting point 188° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04743685
Quelldatensatzuspto-grants-1988_05
ORD IDord-a908bb603e0146ed9a83ce1678d4b7aa
Quellennotizuspto-grants-1988_05