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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 359346Erstellt: 23. Oktober 2026

Ethanol → 2,2-Dimethylcyclopentanone

https://huagongshe.com/de/reaction/359346

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
Edukt4-Toluenesulfonyl chlorideHCID 7397—
EduktHydroxyamine hydrochlorideHCID 443297—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
Produkt2,2-DimethylcyclopentanoneHCID 138286—
Produkt6,6-Dimethylpiperidin-2-oneHCID 1714407—

Reaktionsschritte

The oxime of 2,2 dimethylcyclopentanone is prepared by reaction of the ketone with hydroxylamine hydrochloride in EtOH, and treated with p-toluenesulfonyl chloride and DMAP. Heating then effects Beckmann rearrangement to give 6,6-dimethyl-2-piperidinone which is deprotonated with NaH in DMF solution. Reaction with n-butyl iodide then gives the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05001113
Quelldatensatzuspto-grants-1991_03
ORD IDord-a010d9c3c9ea409e9b454f9466a6ce01
Quellennotizuspto-grants-1991_03