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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 361910Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/361910

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
PatentnummerUS05866577
Quelldatensatzuspto-grants-1999_02
ORD IDord-70d79a8f795444b4b1f602b2ed4a59d7
Quellennotizuspto-grants-1999_02