Water → N,N-Diethyl-2-oxiranemethanamine

In a three neck flask was placed 102 g (1.1 mols) of epichlorohydrin and while stirring vigorously, 73 g (1 mol) of diethylamine was added dropwise to epichlorohydrin together with a small amount (1/10 mol of the amine) of water at temperatures below 25° C. Thereafter, the mixture was stirred for 5 hours at 30° to 35° C. Then, an aqueous 35 to 40% solution of 1.7 mols of sodium hydroxide was added dropwise to the mixture at 25° to 30° C. followed by stirring vigorously. Thereafter, the mixture was further stirred for 3 hours at the same temperature as above. Then, after cooling the mixture, 200 ml of water was added to the reaction mixture to dissolve the salts formed and after further adding 300 ml of ether to the mixture and shaking them, the resultant mixture was allowed to stand, thereby the reaction mixture was separated into two phases. The organic phase thus formed was collected and dried with the addition of granular potassium hydroxide. Then, ether was distilled away and the residue was distilled under reduced pressure in N2 stream to provide 77 g of diethylglycidylamine having a boiling point of 50° to 52° C./13 mmHg).

1. stirringThereafter, the mixture was stirred for 5 hours at 30° to 35° C
2. stirringby stirring vigorously
3. stirringThereafter, the mixture was further stirred for 3 hours at the same temperature as above
4. additionwas added to the reaction mixture
5. dissolutionto dissolve the salts
6. customformed
7. stirringshaking them
8. customthe reaction mixture was separated into two phases
9. customThe organic phase thus formed
10. customwas collected
11. dry with materialdried with the addition of granular potassium hydroxide
12. distillationThen, ether was distilled away
13. distillationthe residue was distilled under reduced pressure in N2 stream

ORD record

ord-a96fae8fcfd143799aec37a56b0c90c9

Source dataset

uspto-grants-1981_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04251626