Imidazole → Benzaldehyde, 3-ethoxy-4-(1H-imidazol-1-yl)-

HRID 502417

Reaktionsgleichung

Reaktionsgleichung von HRID 502417
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1F)[CH:7]=[O:8])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[NH:19]1[CH:23]=[CH:22][N:21]=[CH:20]1>CS(C)=O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[N:19]1[CH:23]=[CH:22][N:21]=[CH:20]1)[CH:7]=[O:8])[CH3:2]

Komponenten

5

Edukt 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 426142943-Ethoxy-4-fluorobenzaldehyde

Produkt 1

HCID 73014040Benzaldehyde, 3-ethoxy-4-(1H-imidazol-1-yl)-Ausbeute 83,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

3-Ethoxy-4-fluoro-benzaldehyde (0.081 g, 0.482 mmol) was dissolved in 1 ml of DMSO and treated with potassium carbonate (0.166 g, 2.5 eq.) and imidazole (0.066 g, 2 eq.), and the mixture was allowed to react under a balloon of argon for 2 h at 105° C. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (silica gel, AcOEt) produced 0.087 g of the title compound as off-white crystals.

Aufarbeitung

  1. customto react under a balloon of argon for 2 h at 105° C
  2. additionPouring
  3. extractionice/NH4Cl, twofold extraction with AcOEt
  4. washwashing with water
  5. dry with materialdrying over sodium sulfate, and evaporation of the solvents

Quellen und Nachweise

ORD-Eintrag
ord-047673f6a41e43dabba538e696e5ee11
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772253B2

Verknüpfte Notizen

Wird geladen…