Reacción #80373

Ecuación de reacción

2-mercaptoethanol

potassium hydroxide

N-[3-(4-piperidinomethyl-2-pyridyloxy)propyl]-2-chloroacetamide

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title compound

Rendimiento 77.0%

N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-2-(2-hydroxyethylthio)acetamide

Rendimiento 77.0%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
2. 2
   workup.ADDITIONthe concentrate was mixed with water
3. 3
   Extracciónthe resulting aqueous mixture was extracted with chloroform
4. 4
   ConcentraciónThe extract was concentrated by evaporation under reduced pressure
5. 5
   Otrothe residue was purified by column chromatography through silica gel
6. 6
   workup.ADDITIONby volume mixture of ethanol and chloroform as the eluent

Procedimiento

0.12 ml of 2-mercaptoethanol was added to a solution of 0.13 g of 85% potassium hydroxide and 0.50 g of N-[3-(4-piperidinomethyl-2-pyridyloxy)propyl]-2-chloroacetamide [prepared as described in step (a) above] in 10 ml methanol, and the resulting mixture was stirred at room temperature for 1 hour. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, the concentrate was mixed with water, and the resulting aqueous mixture was extracted with chloroform. The extract was concentrated by evaporation under reduced pressure, and the residue was purified by column chromatography through silica gel, using a 1:9 by volume mixture of ethanol and chloroform as the eluent, to give 0.43 g (yield 77%) of the title compound as an oil.

Fuente