Acetyl chloride → HCID 19801652, compound

Participants

Reaction Steps

A mixture of 1,3,4,6-tetramethanesulfonyloxyhexane (20.6 g), benzylamine (39.6 ml) and dioxane (550 ml) was boiled under reflux for three hours. The reaction solution was cooled, and triethylamine (60.5 ml) and acetyl chloride (25.9 ml) were added. After 40 minutes, the reaction mixture was concentrated and the residue was partitioned between hydrochloric acid (6 N) and ethyl acetate. The aqueous phase was made basic with sodium hydroxide solution (10 N) and extracted 4 times with ethyl acetate. The combined organic phases were dried over magnesium sulfate and concentrated. The product with the molecular weight of 292.43 (C20H24N2) was obtained in this way; MS (ESI): 293 (M+H+).

Provenance & Evidence