Acetone → 1,5-Bis[p-(trifluoromethoxy)phenyl]-1,4-pentadien-3-one

Participants

Reaction Conditions

Reaction Steps

Acetone (8.7 g; 0.15 mole) is added to a solution of p-trifluoromethoxybenzaldehyde (57.0 g; 0.30 mole) in methanol (200 ml). The solution is cooled to 20° C. and 10% aqueous sodium hydroxide (8 ml) is added dropwise in about 5 minutes. The reaction mixture is then stirred at room temperature for 1.5 to 2 hours. During this period a yellow solid precipitates from the solution. The mixture is chilled overnight, filtered and the isolated yellow solid dried to afford 24.8 g (41%) of title product, m.p. 121°-123° C. NMR (acetone-d6) [δ=7.0-8.0 (M, 12H, aromatics and vinyl)]; IR 1590-1650 cm-1 (several bands).

Provenance & Evidence