Reaktion #1941900

Reaktionsgleichung

4-bromo-2-fluorobenzaldehyde

potassium carbonate

dimethylamine ethanol

→

title compound

Ausbeute 81.6%

4-bromo-2-dimethylaminobenzaldehyde

Ausbeute 81.6%

Lösungsmittel

N,N-dimethylformamide

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe solution was washed with water, saturated NaHCO3 aqueous solution, brine
2. 2
   Trocknendried over MgSO4
3. 3
   FiltrationAfter filtration
4. 4
   Einengenthe filtrate was concentrated in vacuo
5. 5
   Sonstigethe residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5 to 80/20)

Vorschrift

To a suspension of 4-bromo-2-fluorobenzaldehyde (500 mg, 2.46 mmol) and potassium carbonate (340 mg, 2.46 mmol) in 5 mL of dry N,N-dimethylformamide was added dimethylamine/ethanol solution (0.67 mL, 5.6 M, 3.8 mmol) at room temperature. After being stirred at 110° C. overnight, the reaction mixture was diluted with ethyl acetate. The solution was washed with water, saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5 to 80/20) to obtain the title compound as a yellow oil (458 mg, 81%).

Quelle