Nitrogen → N,N-Diallylformamide

Temperature

120 °C

Ethyl formate (55.6 g, 750 mmole) and 37.5 g (385 mmole) of N,N-diallyl amine were combined in a 250 mL 3-neck flask equipped with mechanical stirrer, Friedrich condenser, and N2 blanket. The reaction mixture was stirred at reflux temperature (120° C. oil bath) for 24 hours and then sampled by GC to determine if all the N,N-diallylamine was reacted, RT of 0.4 mm. The product was vacuum distilled using a 1-piece apparatus with a fractionation column. The first fraction distilled at 30° C./16 torr. The second fraction N,N-diallylformamide (NDF), distilled at 88°-90° C./10-14 torr. The yield was 95%. Structure was confirmed by NMR.

1. customequipped with mechanical stirrer
2. aliquotsampled by GC
3. customwas reacted, RT of 0.4 mm
4. distillationdistilled
5. distillationThe first fraction distilled at 30° C./16 torr
6. distillationThe second fraction N,N-diallylformamide (NDF), distilled at 88°-90° C./10-14 torr

ORD record

ord-777a03eb8d324563947648e17806b3e4

Source dataset

uspto-grants-1992_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05155167