Reaktion #584397

Reaktionsgleichung

[3-fluoro-4-(methylsulfonyl)phenyl]hydrazine hydrochloride

4,4,4-Trifluoro-1-(4-bromophenyl)butane-1,3-dione

→

subtitle compound

Ausbeute 86.6%

5-(4-Bromophenyl)-1-[3-fluoro-4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole

Ausbeute 86.6%

Lösungsmittel

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturat reflux temperature for 17 hours
3. 3
   EinengenThe reaction mixture was concentrated in vacuo
4. 4
   Waschenwashed with water and brine
5. 5
   Trocknendried over sodium sulfate
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe residue was purified by flash chromatography
8. 8
   Wascheneluting with hexane/ethyl acetate (3/1)
9. 9
   SonstigeThe resulting solid was recrystallized from ethyl acetate/hexane

Vorschrift

[3-fluoro-4-(methylsulfonyl)phenyl]hydrazine hydrochloride (0.354 g, 1.47 mmol) was added to a solution of 4,4,4-Trifluoro-1-(4-bromophenyl)butane-1,3-dione (0.395 g. 1.34 mmol) in EtOH (20 mL). The mixture was heated at reflux temperature for 17 hours and cooled down to room temperature. The reaction mixture was concentrated in vacuo, and the residue was taken up in ethyl acetate, washed with water and brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by flash chromatography eluting with hexane/ethyl acetate (3/1). The resulting solid was recrystallized from ethyl acetate/hexane to give the subtitle compound (0.537 g, 86.6% yield).

Quelle