Reaktion #44606

Reaktionsgleichung

4-Methylimidazole

potassium carbonate

DMF

3,4-difluorobenzaldehyde

→

title compound

Ausbeute 17.6%

3-fluoro-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Ausbeute 17.6%

Lösungsmittel

water

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to room temperature
2. 2
   SonstigeThe organic layer was separated
3. 3
   Waschenwashed with saturated saline
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe residue was purified by silica gel column chromatography (eluting solvent: heptane-ethyl acetate system) and further solidified with tert-butylmethylether

Vorschrift

4-Methylimidazole (46.4 g) and potassium carbonate (78.0 g) were added to a DMF solution (533 mL) of 3,4-difluorobenzaldehyde (40.0 g) at room temperature. This reaction solution was stirred at 90° C. for 6 hr and then was allowed to cool to room temperature. To the reaction solution, ethyl acetate and water were added. The organic layer was separated, washed with saturated saline, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: heptane-ethyl acetate system) and further solidified with tert-butylmethylether to give 10.1 g of the title compound. The physical property values of this compound were as follows:

Quelle