Ethanolamine → HCID 12017515, compound

Participants

Reaction Steps

60 g of 3-(4-nitrophenyl)propionic acid were suspended in 360 ml of chloroform, followed by the addition of 2.25 g of dimethylformamide. The thus-prepared reaction mixture was heated at 50°-60° C., to which 33.5 ml of thionyl chloride were gradually added dropwise. After the dropwise addition, the resultant mixture was heated under reflux for 1 hour, the solvent was distilled off under reduced pressure, and the resultant oily substance was dissolved in 150 ml of chloroform. The chloroform solution was added dropwise under ice cooling into a solution which had been formed by dissolving 28.2 g of ethanolamine and 42.5 g of potassium carbonate in 450 ml of water. After completion of the dropwise addition, the resultant mixture was stirred for 1 hour. Precipitated crystals were collected by filtration and then recrystallized from 1 of ethyl acetate, thereby obtaining 56.1 g of N-(2-hydroxyethyl)-3-(4-nitrophenyl)propionamide as crystals.

Provenance & Evidence