Propylamine → N-(2-(2,4,6-Trichlorophenoxy)ethyl)-1-propanamine

Temperatur

90 °C

Into a 1-liter glass reactor, which could withstand a pressure of 6 atmospheres, fitted with a stirrer, heating mantle and a pressure gauge, were added 270.8 g 2-(2,4,6-trichlorophenoxy) ethyl chloride and 350 g n-propyl amine. The mixture was slowly heated with stirring over a period of 8 hours at a temperature of 90° C. The initial pressure under these conditions was 3 atmospheres, which dropped during the reaction to about 2.2 atmospheres. The end of the reaction was determined by GLC. At the end of the reaction the mixture was cooled to 55° C., whereupon the pressure dropped to atmospheric. The excess n-propyl amine was distilled off and it could be recycled for use in a subsequent batch, until a bottom temperature of 85° C. was reached. At the end of the distillation the mixture was cooled to 40° C., 300 ml of a 20% hydrogen chloride solution and 1 g of an emulgator GAF RM-510 were added. The temperature rose to 70° C., the mixture was stirred for one hour at this temperature and the product precipitated as white crystals of the amine hydrochloride salt. The slurry is cooled to 40° C., filtered, re-slurried in 250 ml xylene and filtered again. This affords 312 g of white hydrochloride salt of N-n-propyl-N-2-(2,4,6-trichlorophenoxy)-ethyl amine in 93% yield and purity of 96%-98%.

1. customInto a 1-liter glass reactor, which could withstand
2. customa pressure of 6 atmospheres, fitted with a stirrer
3. temperatureheating mantle
4. temperatureThe mixture was slowly heated
5. additiondropped during the reaction to about 2.2 atmospheres
6. customAt the end of the reaction the mixture
7. temperaturewas cooled to 55° C., whereupon the pressure
8. additiondropped to atmospheric
9. distillationThe excess n-propyl amine was distilled off
10. customcould be recycled for use in a subsequent batch, until a bottom temperature of 85° C.
11. distillationAt the end of the distillation the mixture
12. temperaturewas cooled to 40° C.
13. addition300 ml of a 20% hydrogen chloride solution and 1 g of an emulgator GAF RM-510 were added
14. customrose to 70° C.
15. stirringthe mixture was stirred for one hour at this temperature
16. customthe product precipitated as white crystals of the amine hydrochloride salt
17. temperatureThe slurry is cooled to 40° C.
18. filtrationfiltered, re-slurried in 250 ml xylene
19. filtrationfiltered again

ORD-Eintrag

ord-9a3243feb82a422eaa2d8b4a536eeff9

Quelldatensatz

uspto-grants-1992_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05091578