Hydrochloric Acid → 1H-Isoindole, 2,3-dihydro-5,6-dimethoxy-, hydrochloride

HRID 704458Notes

Reaction equation

HRID 704458 reaction equation
C([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([O:19][CH3:20])=[C:13]([O:17][CH3:18])[CH:14]=2)[CH2:9]1)C1C=CC=CC=1.[ClH:21]>CO.[C].[Pd]>[ClH:21].[CH3:18][O:17][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][C:12]=1[O:19][CH3:20])[CH2:9][NH:8][CH2:16]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 149937372-Benzyl-5,6-dimethoxyisoindoline

Product 1

HCID 200743501H-Isoindole, 2,3-dihydro-5,6-dimethoxy-, hydrochlorideYield 94.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1.00 g (3.72 mmol) of 2-benzyl-5,6-dimethoxyisoindoline was dissolved in 50 ml of methanol at 40° C., and then 1.24 g (7.44 mmol) of 6N hydrochloric acid and 70 mg of 10% palladium carbon were added thereto. Under a hydrogen gas stream, catalytic reduction was conducted at the same temperature. The solvent was distilled off under reduced pressure, and the crystalline residue was washed with acetone to obtain 758 mg (yield: 94.3%) of the above identified compound as colorless prism crystals.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. washthe crystalline residue was washed with acetone
  3. customto obtain 758 mg (yield: 94.3%) of the

Sources & evidence

ORD record
ord-d9811e2d818d4c0bb51f48c7003af726
Source dataset
uspto-grants-1991_01
Patent number
US04987235

Reaction notes

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