1-Hydroxy-2-naphthoic acid → 4-Bromo-1-hydroxynaphthalene-2-carboxylic acid

HRID 274762

Reaction equation

HRID 274762 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:12]([OH:14])=[O:13].[Br:15]Br>C(Cl)(Cl)Cl>[Br:15][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([OH:1])=[C:3]([C:12]([OH:14])=[O:13])[CH:4]=1

Participants

4

Reactant 2

HCID 68441-Hydroxy-2-naphthoic acidHCID 24408Bromine

Product 1

HCID 2893934-Bromo-1-hydroxynaphthalene-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a suspension of 1-hydroxy-2-naphthoic acid (2.5 g; 13.3 mm) in chloroform (50 ml) was added bromine (0.68 ml) in chloroform (5 ml) dropwise and the reaction stirred at room temperature for one hour. The solvent was removed in vacuo, the solid washed repeatedly with water and collected by filtration and dried to give 4-bromo-1-hydroxy-naphthalene-2-carboxylic acid as a white solid.

Workup

  1. customThe solvent was removed in vacuo
  2. washthe solid washed repeatedly with water
  3. filtrationcollected by filtration
  4. customdried

Sources & evidence

ORD record
ord-657abbb53a14432ebc0bf161407cc8a6
Source dataset
uspto-grants-1995_02
Patent number
US05389684

Linked notes

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