HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Diazonio-1-[(3-methylbut-2-en-1-yl)oxy]ethen-1-olate → 6,6-Dimethyl-3-oxabicyclo[3.1.0]hexan-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Diazonio-1-[(3-methylbut-2-en-1-yl)oxy]ethen-1-olate | HCID 54493854 | — |
| Katalysator | Bis(pentane-2,4-dione-kappa~2~O~2~,O~4~)copper | HCID 45052134 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 6,6-Dimethyl-3-oxabicyclo[3.1.0]hexan-2-one | HCID 11815358 | 75% |
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 atmosphere. 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04254282 |
| Quelldatensatz | uspto-grants-1981_03 |
| ORD ID | ord-9df1a84991f6429abf9be5e3d99e9b6a |
| Quellennotiz | uspto-grants-1981_03 |