Reacción #6789

Ecuación de reacción

4-Methylthioacetophenone

ethyl trifluoroacetate

sodium methoxide

methanol

Hydrochloric acid

→

title compound

Rendimiento 71.0%

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

Rendimiento 71.0%

Disolventes

MTBE

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe organic phase separated
2. 2
   Lavadowashed with brine
3. 3
   Secadodried (Na2SO4)
4. 4
   Otroto give an orange solid
5. 5
   OtroThe orange solid was recrystallised from hot isopropanol

Procedimiento

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%).

Fuente