Nickel chloride catalyzed Biginelli condensation

SyntheticPage 489
Published Mar 25, 2011


Reaction Scheme

Procedure

A solution of allyl acetoacetate (2.5 mmol), 5-bromovanillin (2.5 mmol), urea (3.75 mmol), nickel chloride hexahydrate (0.62 mmol) and conc. HCl (2 drops) in EtOH (5 mL) were heated under reflux for 6h. After cooling to room temperature the reaction mixture was poured onto crushed ice (20 g) and stirred for 10 min. The crude product was filtered, washed with cold water (2x10 mL) and then recrystallized from ethanol afford white solid.  Yield (0.74 g, 75%).

Full Article