1-Bromohexane → HCID 19756117, Verbindung

HRID 1587686Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1587686
[OH:1][C:2]1[C:3]([C:8]([OH:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[CH2:11](Br)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:11]([O:1][C:2]1[C:3]([C:8]([O:10][CH2:8][CH2:3][CH2:2][CH2:7][CH2:6][CH3:5])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 81011-BromohexaneHCID 11430Potassium CarbonateHCID 134013-Hydroxypicolinic Acid

Produkt 1

HCID 19756117HCID 19756117, VerbindungAusbeute 40,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a mixture of 2.80 g (20 mmol) of 3-hydroxypicolinic acid, 4.13 g (25 mmol) of n-hexyl bromide and 30 ml of N,N,-dimethylformamide was added 2.8 g (0.02 mmol) of anhydrous potassium carbonate, and the mixture was stirred under heating at 100° C. for 4.5 hours. After cooling, 60 ml of ice-water was added, and the mixture extracted with ethyl acetate. The solution was subjected to evaporation under a reduced pressure and the residue separated by silica gel column chromatography (ethyl acetate:hexane=3:7), to obtain 2.60 g of a colorless oily substance (yield 40.5%).

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionthe mixture extracted with ethyl acetate
  3. customThe solution was subjected to evaporation under a reduced pressure
  4. customthe residue separated by silica gel column chromatography (ethyl acetate:hexane=3:7)
  5. customto obtain 2.60 g of a colorless oily substance (yield 40.5%)

Quellen und Nachweise

ORD-Eintrag
ord-66d0756d31f54abdbc488253e58f8fc2
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05219847

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