Sodium hydride → 3-(2-Octyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 366539Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 366539
[H-].[Na+].[CH:3]12[CH2:8][CH:7]1[C:6](=[O:9])[NH:5][C:4]2=[O:10].Br[CH:12]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH3:13]>CN(C)C=O.O>[CH3:13][CH:12]([N:5]1[C:6](=[O:9])[CH:7]2[CH:3]([CH2:8]2)[C:4]1=[O:10])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Komponenten

6

Edukt 3

HCID 24758Sodium hydrideHCID 79046Sec-octyl bromide, (+-)-HCID 37200533-Azabicyclo[3.1.0]hexane-2,4-dione

Produkt 1

HCID 232899883-(2-Octyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Sodium hydride (0.11 g) was added to a solution of 3-azabicyclo[3.1.0]hexane-2,4-dione (0.3 g) and 2-bromooctane (0.52 g) in dimethylformamide (5 ml) and the resulting mixture was stirred at room temperature under a nitrogen atmosphere for 48 hours. The mixture was diluted with water (15 ml) and then extracted with toluene (20 ml). The organic extract was washed with water (15 ml), dried (MgSO4) and evaporated in vacuo. The residue was purified by Kugelrohr distillation (boiling point 130-140° C. @ 0.1 mmHg) to give the title compound as a colourless oil.

Aufarbeitung

  1. extractionextracted with toluene (20 ml)
  2. extractionThe organic extract
  3. washwas washed with water (15 ml)
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo
  6. distillationThe residue was purified by Kugelrohr distillation (boiling point 130-140° C. @ 0.1 mmHg)

Quellen und Nachweise

ORD-Eintrag
ord-161626737cb6480f9d6a0773d0159a65
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06130241

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