Magnesium peroxide (Mg(O2)) → 4-Methyl-1-phenylisoquinoline

HRID 1910341

Reaction equation

HRID 1910341 reaction equation
[O-][O-].[Mg+2].[C:4]1([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]([CH3:20])[CH2:12][N:11]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C1C=CC=CC=1>[C:4]1([C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([CH3:20])=[CH:12][N:11]=2)[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 61745Magnesium peroxide (Mg(O2))HCID 131435804-Methyl-1-phenyl-3,4-dihydroisoquinoline

Product 1

HCID 128434954-Methyl-1-phenylisoquinolineYield 42.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

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.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 16 hours
  3. customThe magnesium dioxide was removed by vacuum filtration
  4. washwashed with methylene chloride
  5. customEvaporation of the solvent

Sources & evidence

ORD record
ord-713ee148d584444f812fc7d9b29f8c64
Source dataset
uspto-grants-2013_12
Patent number
US08603645B2

Linked notes

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