Acetyl chloride → HCID 21872537, compound

Participants

Reaction Conditions

Reaction Steps

In 150 g of THF was dissolved 14.9 g of triethanolamine. To the resulting solution was added 40.4 g of triethylamine. The resulting mixture was cooled over ice bath and 15.7 g of acetyl chloride was added dropwise at a temperature not exceeding 30° C. The reaction mixture was heated over an oil bath to 75° C. and heating was conducted for 2 hours under reflux. Then, 20.5 g of acetoxyacetyl chloride was added and the resulting mixture was heated under reflux for further 2 hours. After the reaction mixture was allowed to be cooled down, 100 g of water was added to terminate the reaction. The organic layer thus separated was added with 200 g of dichloromethane, and then washed with 100 g of water. The organic layer was concentrated under reduced pressure, followed by distillation under reduced pressure, whereby 18.3 g of N,N-bis(2-acetoxyethyl)-2-(acetoxyacetoxy)ethylamine was obtained as the title compound (boiling point: 153 to 155° C./24 Pa, yield: 55%).

Provenance & Evidence