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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 8749Erstellt: 24. Oktober 2026

Lithium Hydroxide → Tert-butyl 1-oxo-8-azaspiro(4.5)decane-8-carboxylate

https://huagongshe.com/de/reaction/8749

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium HydroxideHCID 3939—
Edukt8-tert-Butyl 2-methyl 1-oxo-8-azaspiro[4.5]decane-2,8-dicarboxylateHCID 21983897—
LösungsmittelEthanol tetrahydrofuran waterHCID 18504229—
ProduktTert-butyl 1-oxo-8-azaspiro(4.5)decane-8-carboxylateHCID 1084848767,5%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a solution of tert-butyl 2-(methoxycarbonyl)-1-oxo-8-azaspiro[4.5]decane-8-carboxylate (17.2 g, 0.055 mol) from Step F in a 2:2:1 mixture of ethanol/tetrahydrofuran/water (555 mL) was added pulverized lithium hydroxide (26 g, 1.10 mol). The reaction mixture was heated to 90° C. for 60 h. The reaction mixture was allowed to cool and was then concentrated, dissolved in water and dichloromethane, and extracted three times with dichloromethane. The organic layers were combined, washed with brine, dried over sodium sulfate, filtered, and concentrated to afford 11.4 g. The residue was purified by flash chromatography eluting with 20–30% ethyl acetate in hexanes to give the title compound (9.41 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091211B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-279bb325608143949a9c5045f8750794
Quellennotizuspto-grants-2006_08