Hexylamine → N'-Hexyl-N,N-dimethyl-acetamidine

N′-hexyl-N,N-dimethylacetamidine (1e) was synthesized by heating n-hexylamine (2.03 mL) with dimethylacetamide dimethyl acetal (2.5 mL) for 20 min at 60° C. under N2 in a 2-neck round bottom flask without solvent. A yellow solution formed and was allowed to cool. Methanol, a byproduct, was removed by evaporation under high vacuum. Diethyl ether (15 mL) and distilled water (3 drops) were added and CO2 was bubbled through the mixture for 1 h to convert the crude 1e into the bicarbonate salt 2e. The mixture was then put in a freezer for 30 min because the white solid so formed degrades back to the liquid readily upon exposure to air. This frozen material was used as the crude surfactant for emulsion stability tests. A sample of 1e was prepared by applying strong vacuum to a portion of the frozen material at room temperature.

1. customN′-hexyl-N,N-dimethylacetamidine (1e) was synthesized
2. customA yellow solution formed
3. temperatureto cool
4. customMethanol, a byproduct, was removed by evaporation under high vacuum
5. distillationDiethyl ether (15 mL) and distilled water (3 drops)
6. additionwere added
7. customCO2 was bubbled through the mixture for 1 h
8. customat room temperature

ORD record

ord-6be795101f774aff97514fdd714b7e6a

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08283385B2