Reacción #1563930

Ecuación de reacción

4-chloro-1-(2,5-difluorophenyl)butan-1-one

(S)-2-methylpropane-2-sulfinamide

→

title compound

Rendimiento 86.4%

(S,E)-N-(4-chloro-1-(2,5-difluorophenyl)butylidene)-2-methylpropane-2-sulfinamide

Rendimiento 86.4%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe mixture was stirred continuously at 70° C. for 16 h
2. 2
   OtroReaction mixture
3. 3
   Otroquenched with saturated aqueous NH4Cl solution
4. 4
   workup.ADDITIONdiluted with ethylacetate
5. 5
   Filtraciónfiltered
6. 6
   LavadoThe filtrate was washed with water
7. 7
   OtroThe organic layer was separated
8. 8
   Secadodried over anhydrous sodium sulfate
9. 9
   Concentraciónconcentrated under reduced pressure

Procedimiento

Titanium (IV) ethoxide (54.77 g, 240.13 mmol) was added to a solution of 4-chloro-1-(2,5-difluorophenyl)butan-1-one (35 g, 160.09 mmol) and (S)-2-methylpropane-2-sulfinamide (29.1 g, 240.13 mmol) in THF (400 mL) with stirring. The mixture was stirred continuously at 70° C. for 16 h. Reaction mixture was then cooled to a temperature of 20-35° C., quenched with saturated aqueous NH4Cl solution, diluted with ethylacetate and filtered. The filtrate was washed with water followed by brine solution. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 44.5 g of the title compound as a colourless liquid.

Fuente