Acetic Acid → HCID 21877053, compound

Participants

Reaction Steps

Glacial acetic acid (0.49 ml, 8.6 mmol) and piperidine (57 μL, 0.6 mmol) were added to a stirred solution of 2,4-pentanedione (2.86 g, 28.6 mmol) and 3,5-dichlorobenzaldehyde (5.00 g, 28.6 mmol) in toluene (25 ml) and the mixture was heated under reflux using a Dean-Stark trap for 18 hours. After cooling, the mixture was concentrated under reduced pressure and the residue was purified by flash chromatography on silica gel eluting with pentane:ethyl acetate (10:1, by volume) to give the title compound (6.5 g) as a red/brown solid, m.p. 85-87° C.

Provenance & Evidence