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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 971964Erstellt: 25. Oktober 2026

Diisopropylamine → Bicyclo(3.1.0)hexan-2-one, 5-(1-methylethyl)-

https://huagongshe.com/reaction/971964

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiisopropylamineHCID 7912—
EduktSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
EduktLithium diisopropylamideHCID 2724682—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktBicyclo(3.1.0)hexan-2-one, 5-(1-methylethyl)-HCID 9278463%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a THF solution of lithium diisopropylamide prepared from 26 mM of diisopropylamine and 26 mM of n-butyllithium, 6.16 g (28 mM) of trimethylsulfoxonium iodide were added under ice cooling, and the mixture was stirred at 0° C. for 30 minutes and then at room temperature for 2 hours. This reaction mixture was poured dropwise into a solution of 2.48 g (20 mM) of CP in 20 ml of THF during 4 hours. After the reaction was carried out at room temperature for 3 hours, the treatments were carried out as described in Example 8. 2.48 g (89% yield) of crude product were produced, from which 1.76 g (63% yield) of sabina ketone were obtained by distillation.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04162258
Quelldatensatzuspto-grants-1979_07
ORD IDord-856e7ccf7cf44477a0f6cb6105f5557f
Quellennotizuspto-grants-1979_07