Reaktion #40717

Reaktionsgleichung

1-Azido-5-chloro-2,4-dimethoxy-benzene

3-(4-Fluoro-phenyl)-3-oxo-propionic acid methyl ester

sodium ethoxide

→

1-(5-Chloro-2,4-dimethoxy-phenyl)-5-(4-fluoro-phenyl)-1H-[1,2,3]triazole-4-carboxylic acid

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeDuring the reaction
2. 2
   SonstigeAfter that, EtOH was evaporated off
3. 3
   Sonstigethe resulting oil was dried in vacuum
4. 4
   SonstigeTrituration with ether (15 mL) gave light brown solids, which
5. 5
   Sonstigewere removed by filtration
6. 6
   Waschenwashed with ether
7. 7
   workup.DISSOLUTIONThe solids then re-dissolved in CHCl3
8. 8
   Filtrationfiltered
9. 9
   SonstigeAfter evaporation of the solvent
10. 10
    Sonstigelight brown solids were obtained (0.35 g, 50%)

Vorschrift

1-Azido-5-chloro-2,4-dimethoxy-benzene (0.4 g, 1.9 mmol), 3-(4-Fluoro-phenyl)-3-oxo-propionic acid methyl ester (0.42 g, 2.2 mmol) and sodium ethoxide in EtOH (70 mg of sodium in 15 mL EtOH) were refluxed for 3 hours. During the reaction, the solution turned brown from dark green. After that, EtOH was evaporated off and the resulting oil was dried in vacuum. Trituration with ether (15 mL) gave light brown solids, which were removed by filtration and washed with ether. The solids then re-dissolved in CHCl3 and filtered. After evaporation of the solvent, light brown solids were obtained (0.35 g, 50%).

Quelle