Water → HCID 13671565, Verbindung

HRID 745206

Reaktionsgleichung

Reaktionsgleichung von HRID 745206
[CH:1]12[C:9](=[O:10])[NH:8][C:7](=[O:11])[CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[H-].[Na+].[CH2:14](Br)[CH2:15][CH2:16][CH2:17][Br:18].O>CN(C)C=O>[Br:18][CH2:17][CH2:16][CH2:15][CH2:14][N:8]1[C:7](=[O:11])[CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][CH:1]2[C:9]1=[O:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 80561,4-DibromobutaneHCID 24758Sodium hydrideHCID 735591H-Isoindole-1,3(2H)-dione, hexahydro-

Produkt 1

HCID 13671565HCID 13671565, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of cyclohexane-1,2-dicarboximide (10 g; 65.3 mmol) in anhydrous dimethylformamide (50 ml), there was added 60% sodium hydride (2.6 g; 68.5 mmol) under nitrogen at room temperature, and the resultant mixture was stirred at the same temperature for 3 hours. Tetramethylene bromide (70.5 g; 0.327 mol) was added thereto, and the mixture was stirred for 3 hours. After completion of the reaction, the resultant mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water twice and with a saturated sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate, and the solvent and excessive tetramethylene bromide were removed by evaporation to give N-(4-bromobutyl)cyclohexane-1,2-dicarboximide. IR νmaxFilm (cm-1): 1770, 1700.

Aufarbeitung

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water twice
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent and excessive tetramethylene bromide were removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-76bce555f5aa4f76be20fccc37284434
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04598078

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