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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 548942Erstellt: 24. Oktober 2026

Trifluoroacetic acid → 3-Methyl-3,9-diazaspiro[5.5]undecane

https://huagongshe.com/de/reaction/548942

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
EduktSodium HydroxideHCID 14798—
EduktHCID 58808179HCID 58808179—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-Methyl-3,9-diazaspiro[5.5]undecaneHCID 2181329378,5%

Reaktionsschritte

9-Methyl-3,9-diaza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester (435 mg, 1.62 mmol) was dissolved in dichloromethane (11 mL) and cooled on ice. Trifluoroacetic acid (4 mL) in dichloromethane (5 mL) was added and the reaction mixture was stirred at room temperature for 2 h. Evaporation to dryness, co-evaporation with toluene, ethyl acetate and diethyl ether gave a foam which was dissolved in dichloromethane, and sodium hydroxide (2 N) was added. The aqueous phase was extracted five times with dichloromethane. The combined organic phase was washed with brine, dried (sodium sulfate), filtered and evaporated to give 214 mg (78%) of 3-methyl-3,9-diaza-spiro[5.5]undecane.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07943630B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-34833a95099246088d70e08d92898144
Quellennotizuspto-grants-2011_05