Sodium Hydroxide → Endo-3,9-dimethyl-3,9-diazabicyclo[3.3.1)nonan-7-ol

HRID 1656912Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1656912
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]=[C:8]1[CH2:15][CH:14]2[N:16]([CH3:17])[CH:10]([CH2:11][N:12]([CH3:18])[CH2:13]2)[CH2:9]1.[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>C1COCC1.O>[CH3:18][N:12]1[CH2:11][CH:10]2[N:16]([CH3:17])[CH:14]([CH2:15][CH:8]([OH:7])[CH2:9]2)[CH2:13]1

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 197864093,9-Dimethyl-3,9-diazabicyclo[3.3.1]nonan-7-oneHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 19786410Endo-3,9-dimethyl-3,9-diazabicyclo[3.3.1)nonan-7-olAusbeute 93,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a suspension of lithium aluminum hydride (0.95 g, 25.0 mmol) in dry THF (40 ml) was added dropwise at room temperature while stirring a solution of 7-oxo-3,9-dimethyl3,9-diazabicyclo[3.3.1)nonane (2.78 g, 16.5 mmol) in dry THF (50 ml). After stirring at room temperature for 4.5 hrs, water (1 ml), 40% aqueous sodium hydroxide solution (1 ml) and water (3 ml) were added successively to a reaction solution. Further anhydrous magnesium sulfate was added and stirred, and thereafter the reaction was filtered. The filtrate was concentrated under reduced pressure to afford the title compound (2.62 g) as an oily product.

Aufarbeitung

  1. additionwas added dropwise at room temperature
  2. stirringstirred
  3. filtrationthe reaction was filtered
  4. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a16bbbad821e42aca73bc72d77918aa5
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05256656

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