Ethanol → 5-bromo-2-butyl-1H-imidazole-4-methanol

HRID 439607Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 439607
[Br:1]N1C(=O)CCC1=O.[CH2:9]([C:13]1[NH:14][C:15]([CH2:20][OH:21])=[C:16](CO)[N:17]=1)[CH2:10][CH2:11][CH3:12].C(O)C>O1CCOCC1>[CH2:9]([C:13]1[NH:14][C:15]([CH2:20][OH:21])=[C:16]([Br:1])[N:17]=1)[CH2:10][CH2:11][CH3:12]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 67184N-bromobutanimideHCID 15338146(2-butyl-1H-imidazole-4,5-diyl)dimethanol

Produkt 1

HCID 99915715-bromo-2-butyl-1H-imidazole-4-methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

3.56 Grams (20 mmol) of the N-bromosuccinimide was added to a solution consisting of 3.68 g (20.0 mmol) of the 2-butyl-4,5-bis(hydroxymethyl) imidazole, 40 ml of ethanol and 15 ml of dioxane maintained at a temperature of 45° to 50° C. with stirring. The mixture was further reacted at the same temperature for 30 minutes with stirring, and then the solvent was distilled off under reduced pressure. The obtained reaction product was washed with water and was recrystallized from acetonitrile to obtain a pale yellowish scale-like crystalline 2-butyl-4-bromo-5-(hydroxymethyl) imidazole in an amount of 2.36 g (yield, 51%).

Aufarbeitung

  1. temperaturemaintained at a temperature of 45° to 50° C.
  2. customThe mixture was further reacted at the same temperature for 30 minutes
  3. stirringwith stirring
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe obtained reaction product
  6. washwas washed with water
  7. customwas recrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-025b73636d7a460a9c2331cb9ff512a5
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05514811

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