Reaction #2320128

Reaction equation

magnesium dioxide

1-phenyl-4-methyl-3,4-dihydroisoquinoline

→

pure yellow crystals

Yield 42.5%

1-phenyl-4-methylisoquinoline

Yield 42.5%

Solvents

benzene

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was heated
2. 2
   Temperatureat reflux for 16 hours
3. 3
   OtherThe magnesium dioxide was removed by vacuum filtration
4. 4
   Washwashed with methylene chloride
5. 5
   OtherEvaporation of the solvent

Procedure

To a suspension of activated magnesium dioxide (270 g, 0.132 mol) in 550 mL of benzene was added 1-phenyl-4-methyl-3,4-dihydroisoquinoline (29.0 g, 0.131 mol) with stirring. The reaction mixture was heated at reflux for 16 hours. The magnesium dioxide was removed by vacuum filtration and washed with methylene chloride. Evaporation of the solvent yielded 12.2 g (42%) of pure yellow crystals of 1-phenyl-4-methylisoquinoline.

Source