Ammonia → 7-Bromoquinolin-5-ol

HRID 1402691Notes

Reaction equation

HRID 1402691 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[C:4]([O:12]C)[CH:3]=1.Br.N>O>[OH:12][C:4]1[CH:3]=[C:2]([Br:1])[CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2

Participants

5

Reactant 3

HCID 222AmmoniaHCID 260Hydrogen BromideHCID 712378127-Bromo-5-methoxyquinoline

Product 1

HCID 1362166197-Bromoquinolin-5-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.5 g (0.0064 mol) of 7-bromo-5-methoxy-quinoline were refluxed with 48% HBr (30 ml) for 20 h. After cooling to room temperature reaction mixture was poured into 100 ml of water and basified with saturated ammonia solution. Product was filtered off, washed with water and dried at 50° C. in vacuo. Yield of 7-bromo-5-hydroxy-quinoline was 600 mg (41%).

Workup

  1. customreaction mixture
  2. filtrationProduct was filtered off
  3. washwashed with water
  4. customdried at 50° C. in vacuo

Sources & evidence

ORD record
ord-28981c1d283947eaa84e8e876f62703f
Source dataset
uspto-grants-2014_12
Patent number
US08912173B2

Reaction notes

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