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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 53975Erstellt: 24. Oktober 2026

Triphenylphosphine → methyl 2-[4-[((3R)-tetrahydro-3-furanyl)oxy]phenyl]-2-oxoacetate

https://huagongshe.com/de/reaction/53975

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt(S)-(+)-3-HydroxytetrahydrofuranHCID 2733227—
EduktBenzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl esterHCID 3084696—
LösungsmittelTetrahydrofuranHCID 8028—
Produktmethyl 2-[4-[((3R)-tetrahydro-3-furanyl)oxy]phenyl]-2-oxoacetateHCID 5372737854%

Reaktionsschritte

In 30 ml of tetrahydrofuran were dissolved 3.0 g of (S)-(+)-3-hydroxytetrahydrofuran, 6.6 g of methyl 2-(4-hydroxyphenyl)-2-oxoacetate and 8.90 g of triphenylphosphine. The thus prepared solution was mixed with 6.0 g of diethyl azodicarboxylate, and the mixture was stirred for 2 hours. After distilling off the solvent, the resulting residue was purified by subjecting it to silica gel column chromatography using chloroform as an eluant, thereby obtaining 4.60 g of methyl 2-[4-[((3R)-tetrahydro-3-furanyl)oxy]phenyl]-2-oxoacetate in an oily form.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05620991
Quelldatensatzuspto-grants-1997_04
ORD IDord-3d85a87aa96c4092ba160e7763a9d1f3
Quellennotizuspto-grants-1997_04