Reacción #63525

Ecuación de reacción

ethyl acetate

N-methylcyclohexylamine

4-chlorobutyryl chloride

triethylamine

→

N-methyl-N-cyclohexyl-4-chlorobutyramide

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat 10° to 20° C.
2. 2
   Temperaturacooling
3. 3
   workup.ADDITIONis added to the reaction mixture
4. 4
   OtroThe organic layer is separated
5. 5
   Lavadowashed with water an aqueious saturated potassium carbonate solution, 10% aqueous hydrochloric acid and water in order
6. 6
   Secadodried over anhydrous sodium sulfate
7. 7
   FiltraciónAfter filtering off sodium sulfate
8. 8
   Concentraciónthe mother liquor is concentrated
9. 9
   workup.DISTILLATIONdistilled under reduced pressure

Procedimiento

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.

Fuente