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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1383959Erstellt: 25. Oktober 2026

Gamma-Butyrolactone → 3-Benzyloxolan-2-one

https://huagongshe.com/reaction/1383959

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktGamma-ButyrolactoneHCID 7302—
EduktBenzyl BromideHCID 7498—
EduktDiisopropylamineHCID 7912—
EduktHexamethylphosphoramideHCID 12679—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Benzyloxolan-2-oneHCID 562758—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of diisopropylamine (15.18 g, 0.15 mol) in dry tetrahydrofuran (200 ml) at −78° C. under a nitrogen atmosphere, n-butyllithium (1.6 M in hexanes, 94 ml, 0.15 mol) was added dropwise. After twenty minutes of stirring at −78° C., γ-butyrolactone (12.91 g, 0.15 mol) was added dropwise, such that the reaction temperature was maintained below −70° C. After twenty minutes of stirring at −78° C., a mixture of benzyl bromide (25.65 g, 0.15 mol) and hexamethylphosphoramide (26.85 g, 0.15 mol) was added dropwise to the reaction mixture. The reaction mixture was then permitted to warm to −30° C. and stirred at this temperature for two hours.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06255494B1
Quelldatensatzuspto-grants-2001_07
ORD IDord-afb7fdb87bf34c0ea54d6fa6461a9e24
Quellennotizuspto-grants-2001_07