Hydrogen Bromide → HCID 20074353, compound

HRID 1032485Notes

Reaction equation

HRID 1032485 reaction equation
[CH2:1]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([O:19]C)=[C:13]([O:17]C)[CH:14]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BrH:21]>O>[BrH:21].[CH2:1]([N:8]1[CH2:9][C:10]2[C:15](=[CH:14][C:13]([OH:17])=[C:12]([OH:19])[CH:11]=2)[CH2:16]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 149937372-Benzyl-5,6-dimethoxyisoindoline

Product 1

HCID 20074353HCID 20074353, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 5.38 g (20 mmol) of N-benzyl-5,6-dimethoxyisoindoline, 50 ml of 48% hydrobromic acid was added, and the mixture was heated at reflux for 5 hours at an external temperature of from 110° to 125° C. After cooling, the precipitated crystals were collected by filtration and washed with 5 ml of water and 10 ml of acetone to obtain 6.36 g of the above identified compound as a grayish white powder. The powder was dissolved in 150 ml of hot water, and the solution was subjected to decolorization with 1.0 g of active carbon and then cooled with ice to obtain 4.75 g of prism crystals.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 5 hours at an external temperature of from 110° to 125° C
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed with 5 ml of water and 10 ml of acetone
  6. customto obtain 6.36 g of the
  7. temperaturecooled with ice
  8. customto obtain 4.75 g of prism crystals

Sources & evidence

ORD record
ord-00ccce47557e4e359ef0a29f3d850f5b
Source dataset
uspto-grants-1990_09
Patent number
US04958029

Reaction notes

Loading…