Hydrochloric Acid → HCID 178441827, compound

Participants

Reaction Steps

Sodium ethoxide (210 mL of a 21% solution in ethanol, 563 mmol) was diluted with absolute ethanol (290 mL). To the sodium ethoxide solution were then sequentially added 3-methylbutanimidamide acetate (45 g, 281 mmol) and ethyl 3-ethoxy-3-iminopropionate hydrochloride (59 g 85% purity, 256 mmol) and the mixture was heated to reflux overnight. The mixture was cooled down, solvent was stripped off and the residue was diluted with water (100 mL). pH was adjusted to 6-7 with 2 N HCl and the slurry was heated to reflux. Water (350 mL) was added although total dissolution of the solids was not achieved. The solids were collected by filtration and dried under vacuum to yield 18.6 g of the title compound. Upon cooling additional product precipitated, that was isolated by filtration and dried under vacuum to yield additional 8.18 g of product. The combined solids accounted for a total of 26.8 g (yield: 62%).

Provenance & Evidence