Trimethylamine → HCID 90024698, compound

Temperature

40 °C

In a 2 L reactor system 543.27 g of 3-chloro-1,2-dihydroxypropane (99.6%, 4.90 moles) is added to 721.03 g of distilled water. The solution is brought to 25° C. Over 45 minutes 479.54 g dimethylbutylamine (99.5%, 4.72 moles) is added to the reactor. After one hour of mixing the temperature is increased to 40° C. and held for one hour. The temperature is then increased to 50° C. and held for 2.5 hours. The temperature is then increased to 60° C. and held for one hour. External heating is turned off and the reaction solution is allowed to stir overnight (16 hours). The pH is then increased to 10.6 by adding 3.52 g sodium hydroxide (50%) and the temperature is increased to 40° C. After 30 minutes, 2.89 g sodium hydroxide (50%) is added to increase the pH from 9.9 to 10.7. After 30 additional minutes, 2.96 g of sodium hydroxide (50%) is added to increase the pH from 9.4 to 10.7. 6.84 g of 3-chloro-1,2-dihydroxypropane is then added and the solution is allowed to stir at room temperature for 60 hours. 11.39 g of trimethylamine (43.6%) and 1.80 g sodium hydroxide (50%) is then added. The solution is allowed to stir overnight (16 hours) at room temperature. The solution was then heated to 40° C. and purged with nitrogen to remove the excess trimethylamine. The solution is cooled to room temperature, the pH was adjusted to 6.9 and it is filtered through Whatman 42 filter paper. The isolated product has the following structure:

1. customis brought to 25° C
2. additionAfter one hour of mixing the temperature
3. temperatureThe temperature is then increased to 50° C.
4. waitheld for 2.5 hours
5. temperatureThe temperature is then increased to 60° C.
6. waitheld for one hour
7. temperatureExternal heating
8. temperatureThe pH is then increased to 10.6
9. temperaturethe temperature is increased to 40° C
10. waitAfter 30 minutes
11. temperatureto increase the pH from 9.9 to 10.7
12. temperatureto increase the pH from 9.4 to 10.7
13. stirringto stir at room temperature for 60 hours
14. stirringto stir overnight (16 hours) at room temperature
15. temperatureThe solution was then heated to 40° C.
16. custompurged with nitrogen
17. customto remove the excess trimethylamine
18. temperatureThe solution is cooled to room temperature
19. filtrationis filtered through Whatman 42
20. filtrationfilter paper

ORD record

ord-e32562345acf498ea3c5334ba888e0de

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09328279B2