Reaktion #6789

Reaktionsgleichung

4-Methylthioacetophenone

ethyl trifluoroacetate

sodium methoxide

methanol

Hydrochloric acid

→

title compound

Ausbeute 71.0%

4,4,4-Trifluoro-1-[4-(methylthio)phenyl]butane-1,3-dione

Ausbeute 71.0%

Lösungsmittel

MTBE

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe organic phase separated
2. 2
   Waschenwashed with brine
3. 3
   Trocknendried (Na2SO4)
4. 4
   Sonstigeto give an orange solid
5. 5
   SonstigeThe orange solid was recrystallised from hot isopropanol

Vorschrift

To a solution of ethyl trifluoroacetate (7.95 ml, 1.1 eq) in MTBE (125 ml) was added dropwise 25% sodium methoxide in methanol (16 ml, 1.2 eq). 4-Methylthioacetophenone (Aldrich, 10 g, 0.06 mol) was added portionwise and the mixture stirred at ambient temperature overnight. 2N Hydrochloric acid (40 ml) was added cautiously and the organic phase separated, washed with brine and dried (Na2SO4) to give an orange solid. The orange solid was recrystallised from hot isopropanol to give the title compound as a yellow crystalline solid (11.25 g, 71%).

Quelle