Hydrochloric Acid → 5,6-Dimethoxy-2-methyl-2,3-dihydro-1H-isoindole--hydrogen chloride (1/1)

HRID 1032487Notes

Reaction equation

HRID 1032487 reaction equation
[ClH:1].[CH2:2]([N+:9]1(C)[CH2:17][C:16]2[C:11](=[CH:12][C:13]([O:20][CH3:21])=[C:14]([O:18][CH3:19])[CH:15]=2)[CH2:10]1)C1C=CC=CC=1.Cl.[H][H]>CO.[C].[Pd]>[ClH:1].[CH3:19][O:18][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][C:13]=1[O:20][CH3:21])[CH2:10][N:9]([CH3:2])[CH2:17]2

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 22166076HCID 22166076, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 200743475,6-Dimethoxy-2-methyl-2,3-dihydro-1H-isoindole--hydrogen chloride (1/1)

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1.0 g (3.12 mmol) of N-benzyl-5,6-dimethoxy-N-methylisoindolinium hydrochloride was dissolved in 20 ml of methanol, and 0.5 ml of 6N hydrochloric acid and 100 mg of a 10% palladium carbon catalyst were added thereto. The catalytic reduction was conducted at room temperature for 5 hours in a hydrogen gas stream. The catalyst was filtered off, and the solvent was distilled off under reduced pressure. The crystal residue was washed with 10 ml of acetone to obtain 650 mg of the above identified compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. distillationthe solvent was distilled off under reduced pressure
  3. washThe crystal residue was washed with 10 ml of acetone
  4. customto obtain 650 mg of the

Sources & evidence

ORD record
ord-89a57bb2a0734bfc85b7ae90b37eb582
Source dataset
uspto-grants-1990_09
Patent number
US04958029

Reaction notes

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