N-bromobutanimide → HCID 58355460, Verbindung

HRID 1184221Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1184221
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH:11]=[CH:10][N:9]=[C:8]1[C:12]([O:14][CH2:15][CH3:16])=[O:13].[Br:17]N1C(=O)CCC1=O>C(#N)C>[Br:17][C:10]1[N:9]=[C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:7]([CH2:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])[CH:11]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 58355716HCID 58355716, Verbindung

Produkt 1

HCID 58355460HCID 58355460, VerbindungAusbeute 23,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Ethyl 1-(4-methoxybutyl)-1H-imidazole-2-carboxylate (2.18 g) was dissolved in acetonitrile (30 ml), N-bromosuccinimide (1.71 g) was added and the mixture was stirred at 60° C. for 14 hr. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate-hexane (10:90-70:30) was concentrated under reduced pressure to give the object product (689 mg).

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. washa fraction eluted with ethyl acetate-hexane (10:90-70:30)
  4. concentrationwas concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-129a760e65d34a77b538a8f7610d89f8
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664380B2

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