Reacción #2566

Ecuación de reacción

N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-tetrahydropyranyloxymethyl-N-(2-methoxyphenyl)benzene sulfonamide

p-toluenesulfonic acid monohydrate

sodium bicarbonate

→

title compound

Rendimiento 100.1%

N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-hydroxymethyl-N-(2-methoxyphenyl)benzene sulfonamide

Rendimiento 100.1%

Disolventes

methanol

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat room temperature
2. 2
   Otrowas removed by evaporation
3. 3
   Otrothe resulting reaction solution
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   Lavadowashed with water and saturated brine
6. 6
   ExtracciónThe water layer was extracted with ethyl acetate
7. 7
   Lavadowashed with water and saturated brine
8. 8
   Secadodried on anhydrous sodium sulfate
9. 9
   OtroThereafter, the solvent was removed by evaporation
10. 10
    Otrothe resulting residue was purified by a silica gel column chromatography (ethyl acetate)

Procedimiento

N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-tetrahydropyranyloxymethyl-N-(2-methoxyphenyl)benzene sulfonamide (101 mg, 0.165 mmol) was dissolved in methanol (5 ml) to which was subsequently added p-toluenesulfonic acid monohydrate (35 mg, 0.18 mmol) at room temperature. After 2 hour of stirring at the same temperature, methanol was removed by evaporation, and the resulting reaction solution was mixed with saturated sodium bicarbonate aqueous solution (5 ml), extracted with ethyl acetate, and washed with water and saturated brine. The water layer was extracted with ethyl acetate, and washed with water and saturated brine, and the organic layers were combined and dried on anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by a silica gel column chromatography (ethyl acetate) to obtain 87 mg (100%) of the title compound in the form of colorless oil.

Fuente