Reacción #158336

Ecuación de reacción

Dess-Martin reagent

1-(3,4-dichlorophenyl)-6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-ol

sodium hydrogen carbonate

sodium thiosulfate

→

title compound

Rendimiento 94.7%

1-(3,4-dichlorophenyl)-6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-one

Rendimiento 94.7%

Disolventes

DMSO

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   Extracciónthe mixture was extracted with ethyl acetate
3. 3
   LavadoThe extract was washed with saturated brine
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   Otrothe solvent was evaporated under reduced pressure
6. 6
   OtroThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Procedimiento

Dess-Martin reagent (248 mg) was added to a mixture of 1-(3,4-dichlorophenyl)-6-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hex-5-yn-1-ol (210 mg), acetonitrile (2.1 mL) and DMSO (200 μL) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. Saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium thiosulfate solution were added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (198 mg).

Fuente