Réaction #6789

Équation de réaction

4-Methylthioacetophenone

ethyl trifluoroacetate

sodium methoxide

methanol

Hydrochloric acid

→

title compound

Rendement 71.0%

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

Rendement 71.0%

Solvants

MTBE

Conditions de réaction

Traitement

1. 1
   Autrethe organic phase separated
2. 2
   Lavagewashed with brine
3. 3
   Séchagedried (Na2SO4)
4. 4
   Autreto give an orange solid
5. 5
   AutreThe orange solid was recrystallised from hot isopropanol

Mode opératoire

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%).

Source