2-[2-(7-Methoxy-1-naphthyl)ethenyl]-1H-isoindole-1,3(2H)-dione → N-[2-(7-methoxy-1-naphthyl)ethyl]phthalimide

HRID 1511163Notes

Reaction equation

HRID 1511163 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH:13]=[CH:14][N:15]2[C:23](=[O:24])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]2=[O:25])=[CH:5][CH:4]=1>[Pd].C1COCC1>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH2:13][CH2:14][N:15]2[C:23](=[O:24])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:16]2=[O:25])=[CH:5][CH:4]=1

Participants

4

Reactant 1

HCID 666018072-[2-(7-Methoxy-1-naphthyl)ethenyl]-1H-isoindole-1,3(2H)-dione

Product 1

HCID 44633448N-[2-(7-methoxy-1-naphthyl)ethyl]phthalimide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In a reactor, 2 g of the compound obtained in Step B and 1 g of 5% palladium-on-carbon are introduced into a methano/THF 1/2 mixture under hydrogen pressure and at ambient temperature. After reacting for 8 hours, the reaction mixture is filtered. After evaporating off the solvents, the title product is obtained quantitatively with a chemical purity of 95%.

Workup

  1. customat ambient temperature
  2. filtrationthe reaction mixture is filtered
  3. customAfter evaporating off the solvents

Sources & evidence

ORD record
ord-a2784597a6d14df2b6b171f2c177525f
Source dataset
uspto-grants-2012_07
Patent number
US08212077B2

Reaction notes

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