반응 #1925211

반응 방정식

acetoxyacetyl chloride

triethanolamine

THF

triethylamine

acetyl chloride

→

N,N-bis(2-acetoxyethyl)-2-(acetoxyacetoxy)ethylamine

수율 55.0%

용매

water

반응 조건

후처리

1. 1
   온도The resulting mixture was cooled over ice bath
2. 2
   기타exceeding 30° C
3. 3
   온도heating
4. 4
   온도under reflux
5. 5
   온도the resulting mixture was heated
6. 6
   온도under reflux for further 2 hours
7. 7
   온도to be cooled down
8. 8
   기타to terminate
9. 9
   기타the reaction
10. 10
    기타The organic layer thus separated
11. 11
    workup.ADDITIONwas added with 200 g of dichloromethane
12. 12
    세척washed with 100 g of water
13. 13
    농축The organic layer was concentrated under reduced pressure
14. 14
    workup.DISTILLATIONfollowed by distillation under reduced pressure

실험 절차

In 150 g of THF was dissolved 14.9 g of triethanolamine. To the resulting solution was added 40.4 g of triethylamine. The resulting mixture was cooled over ice bath and 15.7 g of acetyl chloride was added dropwise at a temperature not exceeding 30° C. The reaction mixture was heated over an oil bath to 75° C. and heating was conducted for 2 hours under reflux. Then, 20.5 g of acetoxyacetyl chloride was added and the resulting mixture was heated under reflux for further 2 hours. After the reaction mixture was allowed to be cooled down, 100 g of water was added to terminate the reaction. The organic layer thus separated was added with 200 g of dichloromethane, and then washed with 100 g of water. The organic layer was concentrated under reduced pressure, followed by distillation under reduced pressure, whereby 18.3 g of N,N-bis(2-acetoxyethyl)-2-(acetoxyacetoxy)ethylamine was obtained as. the title compound (boiling point: 153 to 155° C./24 Pa, yield: 55%).

출처