Reacción #80374

Ecuación de reacción

sodium hydrogencarbonate

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

acetic anhydride

→

title compound

Rendimiento 75.0%

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

Rendimiento 75.0%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe resulting aqueous mixture was extracted with ethyl acetate
2. 2
   ConcentraciónThe extract was concentrated by evaporation under reduced pressure
3. 3
   Otrothe concentrate was purified by column chromatography through silica gel
4. 4
   workup.ADDITIONby volume mixture of methanol and ethyl acetate as the eluent

Procedimiento

0.49 g of N-[3-(4-piperidinomethyl-2-pyridyloxy)propyl]-2-(2-hydroxyethylthio)acetamide [prepared as described in step (b) above] was added to a mixture of 0.48 ml of acetic anhydride and 0.43 ml of pyridine, and the resulting mixture was warmed at 60° C. for 2 hours. At the end of this time, the reaction mixture was poured into ice-water and a saturated aqueous solution of sodium hydrogencarbonate was added to it. The resulting aqueous mixture was extracted with ethyl acetate. The extract was concentrated by evaporation under reduced pressure, and the concentrate was purified by column chromatography through silica gel, using a 1:9 by volume mixture of methanol and ethyl acetate as the eluent, to give 0.41 g (yield 75%) of the title compound as an oil.

Fuente