2,3-Dihydro-4-methoxy-2-(phenylmethyl)-1H-isoindole → 4-methoxy-2,3-dihydro-1H-isoindole

HRID 1494833Notes

Reaction equation

HRID 1494833 reaction equation
C([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[O:17][CH3:18])[CH2:9]1)C1C=CC=CC=1>[Pd].CO>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:15]=1[CH2:16][NH:8][CH2:9]2

Participants

4

Reactant 1

HCID 151678902,3-Dihydro-4-methoxy-2-(phenylmethyl)-1H-isoindole

Product 1

HCID 147958644-methoxy-2,3-dihydro-1H-isoindoleYield 64.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.5 g of 10% palladium on carbon was added to a solution of 8.5 g of 2-benzyl-4-methoxyisoindoline in 100 ml of methanol and hydrogenation was performed at 45° C. for 7 days. After removing the catalyst by filtration, the filtrate was concentrated and purified by vacuum distillation (bath temperature: 160°-180 ° C., pressure: 0.1 mmHg) to obtain 3.44 g of 4-methoxyisoindoline.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated
  4. distillationpurified by vacuum distillation (bath temperature: 160°-180 ° C., pressure: 0.1 mmHg)

Sources & evidence

ORD record
ord-00d4704e60e04d0ea69324c9ede1a0a8
Source dataset
uspto-grants-1991_06
Patent number
US05026856

Reaction notes

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