Reaktion #5491

Reaktionsgleichung

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

Acetyl chloride

→

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

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle