Reacción #5491

Ecuación de reacción

Trans 3-mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxylic acid

Acetyl chloride

→

trans 3-(acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction is quenched
2. 2
   Temperaturaby cooling to 0° C.
3. 3
   workup.ADDITIONadding concentrated hydrochloric acid (20 mL)
4. 4
   workup.ADDITIONdiluting with water
5. 5
   Extracciónextracting several times with ethyl acetate
6. 6
   SecadoThe combined organic layers are dried (MgSO4)
7. 7
   Otrothe solvent is evaporated

Procedimiento

Trans 3-mercaptomethyl-2-oxo-1-azacyclodecane-10-carboxylic acid (0.75 g, 3.06 mmol) is dissolved in pyridine (20 mL). Acetyl chloride (0.26 g, 3.37 mmol) is added, and the reaction is stirred at room temperature overnight. The reaction is quenched by cooling to 0° C., adding concentrated hydrochloric acid (20 mL), diluting with water, and extracting several times with ethyl acetate. The combined organic layers are dried (MgSO4), and the solvent is evaporated to give trans 3-(acetylthiomethyl)-2-oxo-1-azacyclodecane-10-carboxylic acid, MS:M+1=288.

Fuente