Bromine → Hydrogen Bromide

HRID 2207048Notes

Reaction equation

HRID 2207048 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([CH3:13])=[C:7]([OH:12])[CH:8]=2)[N:3]=1.[Br:14]Br>C(O)(=O)C>[Br:14][C:8]1[C:7]([OH:12])=[C:6]([CH3:13])[CH:5]=[C:4]2[C:9]=1[CH:10]=[CH:11][C:2]([CH3:1])=[N:3]2.[BrH:14]

Participants

5

Reactant 2

HCID 24408BromineHCID 666314242,7-Dimethylquinolin-6-ol

Product 2

HCID 260Hydrogen BromideHCID 666314165-Bromo-2,7-dimethylquinolin-6-ol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 2,7-dimethylquinolin-6-ol (200 mg, 1.2 mmol) in acetic acid (10 mL) was added Br2 (0.062 mL, 1.21 mmol) at ambient temperature. The mixture was stirred at ambient temperature for 0.5 hour. The solid formed was filtered and collected, washed with 2 mL of acetic acid to give 5-bromo-2,7-dimethylquinolin-6-ol as an HBr salt. LCMS-ESI+ (m/z): [M+H]+ calc'd for C11H11BrNO: 251.99; Found: 252.2, 254.2.

Workup

  1. customThe solid formed
  2. filtrationwas filtered
  3. customcollected
  4. washwashed with 2 mL of acetic acid

Sources & evidence

ORD record
ord-3b521eb69e2247b09005554b53d7f009
Source dataset
uspto-grants-2016_06
Patent number
US09376392B2

Reaction notes

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