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HRID 370569Erstellt: 24. Oktober 2026

2-Diazonio-1-[(3-methylbut-2-en-1-yl)oxy]ethen-1-olate → 6,6-Dimethyl-3-oxabicyclo[3.1.0]hexan-2-one

https://huagongshe.com/de/reaction/370569

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Diazonio-1-[(3-methylbut-2-en-1-yl)oxy]ethen-1-olateHCID 54493854—
KatalysatorBis(pentane-2,4-dione-kappa~2~O~2~,O~4~)copperHCID 45052134—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt6,6-Dimethyl-3-oxabicyclo[3.1.0]hexan-2-oneHCID 1181535875%

Reaktionsschritte

A solution of 3-methyl-2-butenyl diazoacetate (41.3 mmole, 6.36 g) in dioxane (20 ml) was added dropwise to a refluxing solution of cupric acetylacetonate (1.03 mmole, 0.27 g) in dioxane (400 ml) over a period of 7 hours under an argon atomosphere. After completion of the addition, the reaction mixture was heated under reflux for 1 hour. The crude reaction mixture was distilled to afford (±)-6,6-dimethyl-2-oxo-3-oxabicyclo[3.1.0]hexane (3.85 g, 75% yield); bp 110°, 16 mm Hg.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04526987
Quelldatensatzuspto-grants-1985_07
ORD IDord-fdec26e655794435b11c01837159dbb9
Quellennotizuspto-grants-1985_07