Acetic Anhydride → HCID 22161780, compound

Participants

Reaction Steps

Acetic anhydride (0.5 ml) and formic acid (0.25 ml) were stirred for 1 hour at 60° C, and to this mixture 4-cyclopropylamino-8-hydroxymethyl-1-ethyl-1,2,3,4-tetrahydroquinoline (0.37 g) was added under ice-cooling and the mixture was stirred overnight at room temperature The reaction mixture was adjusted to alkalinic with 30% aqueous solution of sodium hydroxide under ice-cooling, stirred for 0.5 hour, sequentially extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate The residue, obtained by distilling off the solvent, was purified by silica gel column chromatography [eluent: dichloromethane-methanol (75:1)]to give 4-(N-formyl-N-cyclopropylamino)-8-hydroxymethyl1-ethyl-1,2,3,4-tetrahydroquinoline (0.35 g).

Provenance & Evidence