Acetic Acid → HCID 54444024, compound

Participants

Reaction Steps

Combine 3,4,5-trimethoxyacetophenone (5.25 g, 25 mmol), 2-pyridinecarboxaldehyde (2 .35 mL, 25 mmol), piperidine (4.93 mL, 50 mmol), acetic acid (2.8 6 mL, 50 mmol) and ethanol (25 mL). Heat at reflux for 6 hour s, passing the distillate through a column of 3 Å molecular sieves (25 g). Dilute with ethyl acetate (600 mL), wash wit h saturated sodium hydrogen carbonate, then water, then saturated sodium chloride. Dry (MgSO4) and evaporate the solvent in vacuo. Purify by silica gel chromatography (70% ethyl acetate/hexane). Recrystallize (methylene chloride/ethyl ether/hexane) to yield the title compound; mp 94°-5° C.

Provenance & Evidence