3-Hydroxybenzoic Acid → 4-Bromo-3-hydroxybenzoic acid

HRID 1061010Notes

Reaction equation

HRID 1061010 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[Br:11]Br>C(O)(=O)C>[Br:11][C:10]1[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=1[OH:1]

Participants

4

Reactant 2

HCID 74203-Hydroxybenzoic AcidHCID 24408Bromine

Product 1

HCID 64209734-Bromo-3-hydroxybenzoic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

In acetic acid (24.5 ml), 3-hydroxybenzoic acid (5.00 g) was suspended. To the resulting suspension, a solution of bromine (1.9 ml) in acetic acid (acetic acid: 5 ml) was added dropwise under ice cooling, followed by stirring at room temperature for 33 hours. The reaction mixture was ice cooled. The crystals so precipitated were collected by filtration and then washed with acetic acid, whereby the title compound (1.68 g, 21%) was obtained.

Workup

  1. temperaturecooled
  2. customThe crystals so precipitated
  3. filtrationwere collected by filtration
  4. washwashed with acetic acid, whereby the title compound (1.68 g, 21%)
  5. customwas obtained

Sources & evidence

ORD record
ord-f66f0f65b5264f31b7dcd0ff05f03655
Source dataset
uspto-grants-2003_02
Patent number
US06525042B1

Reaction notes

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