Reaktion #630756

Reaktionsgleichung

water

1-methylcyclopropanecarbonyl chloride

3-fluoro-4-difluoromethoxyaniline

triethylamine

→

N-(4-difluoromethoxy-3-fluorophenyl)-1-methylcyclopropanecarboxamide

Ausbeute 83.9%

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturice-cooling
2. 2
   workup.STIRRINGAfter stirring at room temperature for 1 hour
3. 3
   Extraktionextracted with ether
4. 4
   WaschenThe extract was washed with 1 N hydrochloric acid, sodium hydrogen carbonate solution and saturated sodium chloride solution
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe oily residue (2.5 g) was chromatographed on silica gel
8. 8
   Wascheneluted with a mixture of hexane and acetone

Vorschrift

To a solution of 3-fluoro-4-difluoromethoxyaniline (1.8 g) in methylene chloride (50 ml), triethylamine (1.1 g) was added, and a solution of 1-methylcyclopropanecarbonyl chloride (1.2 g) in methylene chloride was dropwise added thereto while stirring and ice-cooling. After stirring at room temperature for 1 hour, the reaction mixture was admixed with water and extracted with ether. The extract was washed with 1 N hydrochloric acid, sodium hydrogen carbonate solution and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated. The oily residue (2.5 g) was chromatographed on silica gel and eluted with a mixture of hexane and acetone to give N-(4-difluoromethoxy-3-fluorophenyl)-1-methylcyclopropanecarboxamide (2.2 g). nD24 1.5061.

Quelle