Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 1-Azabicyclo[3.3.1]nonane-5-carboxamide | HCID 19795981 | — |
| Edukt | lithium aluminium hydride THF | HCID 68718528 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | {1-Azabicyclo[3.3.1]nonan-5-yl}methanamine | HCID 19795986 | 77% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05244907 |
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| Quelldatensatz | uspto-grants-1993_09 |
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| ORD ID | ord-0445a3a91b3b46b584c36be6a9648625 |
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| Quellennotiz | uspto-grants-1993_09 |
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