反応 #1563930

反応方程式

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

(S)-2-methylpropane-2-sulfinamide

→

title compound

収率 86.4%

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

収率 86.4%

溶媒

THF

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred continuously at 70° C. for 16 h
2. 2
   その他Reaction mixture
3. 3
   その他quenched with saturated aqueous NH4Cl solution
4. 4
   workup.ADDITIONdiluted with ethylacetate
5. 5
   ろ過filtered
6. 6
   洗浄The filtrate was washed with water
7. 7
   その他The organic layer was separated
8. 8
   乾燥dried over anhydrous sodium sulfate
9. 9
   濃縮concentrated under reduced pressure

実験手順

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.

出典