Reaktion #63525

Reaktionsgleichung

ethyl acetate

N-methylcyclohexylamine

4-chlorobutyryl chloride

triethylamine

→

N-methyl-N-cyclohexyl-4-chlorobutyramide

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 10° to 20° C.
2. 2
   Temperaturcooling
3. 3
   workup.ADDITIONis added to the reaction mixture
4. 4
   SonstigeThe organic layer is separated
5. 5
   Waschenwashed with water an aqueious saturated potassium carbonate solution, 10% aqueous hydrochloric acid and water in order
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   FiltrationAfter filtering off sodium sulfate
8. 8
   Einengenthe mother liquor is concentrated
9. 9
   workup.DISTILLATIONdistilled under reduced pressure

Vorschrift

To ethyl acetate (400 ml) is added N-methylcyclohexylamine (26 ml), and to the mixture are added dropwise with stirring 4-chlorobutyryl chloride (25 ml) and triethylamine (33.5 ml) over a period of 20 minutes with keeping the inner temperature at 10° to 20° C. by ice-cooling. The mixture is further stirred at room temperature for one hour. After the reaction, water is added to the reaction mixture. The organic layer is separated and washed with water an aqueious saturated potassium carbonate solution, 10% aqueous hydrochloric acid and water in order, and then dried over anhydrous sodium sulfate. After filtering off sodium sulfate, the mother liquor is concentrated and distilled under reduced pressure to give N-methyl-N-cyclohexyl-4-chlorobutyramide (41.5 g), b.p. 133°-136° C./2 mmHg.

Quelle