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 refluxed for three hours. Triethylamine (60.5 ml) and acetyl chloride (25.9 ml) were added to the cooled reaction solution. 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 basified 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); MS (ESI): 293 (M+H+) was obtained in this way.

Provenance & Evidence