Acetone → (3E)-4-(4-Hydroxy-3-methoxyphenyl)-3-buten-2-one

Participants

Reaction Steps

To a solution of vanillin (5 g) in acetone (20 mL) was added 10% sodium hydroxide solution (20 mL). The reaction mixture was stirred at room temperature for 4 days (Normura, 1917). After acidification the product was extracted with EtOAc twice and washed with water. Evaporation of solvent left a dark brown liquid which on crystallisation from EtOAc-petroleum afforded the title compound (85%).

Provenance & Evidence