Hydrogen Bromide → N-benzyl-5,6-dihydroxy-N-methylisoindolinium bromide

HRID 1032480Notes

Reaction equation

HRID 1032480 reaction equation
[Cl-].[CH2:2]([N+:9]1([CH3:22])[CH2:17][C:16]2[C:11](=[CH:12][C:13]([O:20]C)=[C:14]([O:18]C)[CH:15]=2)[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[BrH:23]>>[Br-:23].[CH2:2]([N+:9]1([CH3:22])[CH2:10][C:11]2[C:16](=[CH:15][C:14]([OH:18])=[C:13]([OH:20])[CH:12]=2)[CH2:17]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 14993730N-benzyl-5,6-dimethoxy-N-methylisoindolinium chloride

Product 1

HCID 14993734N-benzyl-5,6-dihydroxy-N-methylisoindolinium bromide

Procedure

To 1.0 g (3.13 mmol) of N-benzyl-5,6-dimethoxy-N-methylisoindolinium chloride, 10 ml of 48% hydrobromic acid was added, and the mixture was heated at reflux for 3 hours at an external temperature of from 110° to 130° C. The reaction solution was evaporated to dryness under reduced pressure, and the crystal residue was washed with 10 ml of acetone to obtain 1.05 g of the above identified compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 3 hours at an external temperature of from 110° to 130° C
  3. customThe reaction solution was evaporated to dryness under reduced pressure
  4. washthe crystal residue was washed with 10 ml of acetone
  5. customto obtain 1.05 g of the

Sources & evidence

ORD record
ord-93c331dacdbd4f51b5ac1a0daa8bd982
Source dataset
uspto-grants-1990_09
Patent number
US04958029

Reaction notes

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