Sodium hydride → 3-(2-Ethylhex-1-yl)-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 366536

Reaktionsgleichung

Reaktionsgleichung von HRID 366536
[H-].[Na+].[CH:3]12[CH2:8][CH:7]1[C:6](=[O:9])[NH:5][C:4]2=[O:10].Br[CH2:12][CH:13]([CH2:18][CH3:19])[CH2:14][CH2:15][CH2:16][CH3:17]>CN(C)C=O.O>[CH2:18]([CH:13]([CH2:14][CH2:15][CH2:16][CH3:17])[CH2:12][N:5]1[C:6](=[O:9])[CH:7]2[CH:3]([CH2:8]2)[C:4]1=[O:10])[CH3:19]

Komponenten

6

Edukt 3

HCID 24758Sodium hydrideHCID 868042-Ethylhexyl bromideHCID 37200533-Azabicyclo[3.1.0]hexane-2,4-dione

Produkt 1

HCID 232899853-(2-Ethylhex-1-yl)-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 1-bromo-2-ethylhexane (0.52 g) in dimethylformamide (5 ml) and the resulting mixture was stirred at room temperature under a nitrogen atmosphere for 16 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 140-160° 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 140-160° C. @ 0.1 mmHg)

Quellen und Nachweise

ORD-Eintrag
ord-ebc6f14a1fce43f5b81d0c715a8f84cb
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06130241

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