(2-Bromoethyl)cyclohexane → 3-[2-(Cyclohexyl)ethyl]-3-azabicyclo[3.1.0]hexane-2,4-dione

HRID 366535

Reaktionsgleichung

Reaktionsgleichung von HRID 366535
[H-].[Na+].[CH:3]12[CH2:8][CH:7]1[C:6](=[O:9])[NH:5][C:4]2=[O:10].Br[CH2:12][CH2:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>CN(C)C=O.O>[CH:14]1([CH2:13][CH2:12][N:5]2[C:6](=[O:9])[CH:7]3[CH:3]([CH2:8]3)[C:4]2=[O:10])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Komponenten

6

Edukt 3

HCID 15440(2-Bromoethyl)cyclohexaneHCID 24758Sodium hydrideHCID 37200533-Azabicyclo[3.1.0]hexane-2,4-dione

Produkt 1

HCID 232899893-[2-(Cyclohexyl)ethyl]-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-2,4dione (0.3 g) and 1-bromo-2-cyclohexylethane (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 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-42d07e301063401d94c33af20c877fe5
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06130241

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