Hydrogen Bromide → 105358-58-5

HRID 41399Notes

Reaction equation

HRID 41399 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][NH:7][CH2:6]2.[BrH:12]>>[BrH:12].[OH:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][NH:7][CH2:6]2

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 147958725-methoxy-2,3-dihydro-1H-isoindole

Product 1

HCID 18630974105358-58-5Yield 93%

Procedure

5-Methoxyisoindoline (8.34 g, 55.97 mmol) in 48% aqueous hydrobromic acid (100 ml) was stirred and held at reflux for 16 hours. Upon cooling to room temperature the solvent was removed in vacuo to afford 5-hydroxyisoindoline hydrobromide (11.32 g, 93%) as a tan solid. 1H NMR (DMSO-d6) 9.63 (1H, br s), 9.32 (2H, br s), 7.18 (1H, d), 6.79 (1H, d), 6.76 (1H, dd), 4.42 (2H, t), 4.38 (2H, t). MS: [M+H]+ 136.

Workup

  1. temperatureat reflux for 16 hours
  2. customwas removed in vacuo

Sources & evidence

ORD record
ord-4ea733eb547a4f76bfaf15cec14acec7
Source dataset
uspto-grants-2013_09
Patent number
US08530469B2

Reaction notes

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