2-Benzyl-5-methoxy-2,3-dihydro-1H-isoindole → 5-methoxy-2,3-dihydro-1H-isoindole

HRID 1494842Notes

Reaction equation

HRID 1494842 reaction equation
C([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([O:17][CH3:18])[CH:14]=2)[CH2:9]1)C1C=CC=CC=1>[Pd].CO>[CH3:18][O:17][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[CH2:9][NH:8][CH2:16]2

Participants

4

Reactant 1

HCID 151678992-Benzyl-5-methoxy-2,3-dihydro-1H-isoindole

Product 1

HCID 147958725-methoxy-2,3-dihydro-1H-isoindoleYield 60.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

1.5 g of 10% palladium on carbon was added to a solution of 12.5 g of 2-benzyl-5-methoxyisoindoline prepared above in 150 ml of methanol and the mixture was stirred under hydrogen gas stream at 40° C. under atmospheric pressure for 7 days. After removing the catalyst by filtration, the filtrate was concentrated and purified by vacuum distillation to give 4.7 g of 5-methoxyisoindoline.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated
  4. distillationpurified by vacuum distillation

Sources & evidence

ORD record
ord-105aeeb52a0745cf85f5cb024a433e4e
Source dataset
uspto-grants-1991_06
Patent number
US05026856

Reaction notes

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