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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5366Erstellt: 24. Oktober 2026

Water → {1-Azabicyclo[3.3.1]nonan-5-yl}methanamine

https://huagongshe.com/de/reaction/5366

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
Edukt1-Azabicyclo[3.3.1]nonane-5-carboxamideHCID 19795981—
Eduktlithium aluminium hydride THFHCID 68718528—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt{1-Azabicyclo[3.3.1]nonan-5-yl}methanamineHCID 1979598677%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A suspension of 1-azabicyclo[3.3.1]nonane-5-carboxamide (1.80 g, 10.7 mmol) in anhydrous tetrahydrofuran (10 mL) under nitrogen was treated (via syringe) with 1.0N lithium aluminum hydride/tetrahydrofuran (25 mL, 25 mmol), and the mixture was refluxed for 4 hours and cooled (0° C.). The mixture was treated carefully dropwise sequentially with water (1 mL), 15% sodium hydroxide (1 mL), and water (3 mL). Ether (50 mL) was added, the mixture was filtered through Celite, and the filter cake was washed with ether. The filtrate was concentrated in vacuo to afford 1.27 g (77%) of colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05244907
Quelldatensatzuspto-grants-1993_09
ORD IDord-0445a3a91b3b46b584c36be6a9648625
Quellennotizuspto-grants-1993_09