Hydrogen Bromide → 2-Chloro-3-hydroxybenzoic acid

HRID 1800565Notes

Reaction equation

HRID 1800565 reaction equation
[Cl:1][C:2]1[C:10]([O:11]C)=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Br>C(O)(=O)C>[Cl:1][C:2]1[C:10]([OH:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 162180632-Chloro-3-methoxybenzoic acid

Product 1

HCID 156313402-Chloro-3-hydroxybenzoic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2-chloro-3-methoxybenzoic acid (52.1 g, 279 mmol) in acetic acid (200 mL) was added 40% hydrobromic acid (50 mL), and the mixture was heated under reflux for 4 days. The reaction mixture was cooled to room temperature, and concentrated under reduced pressure to give 2-chloro-3-hydroxybenzoic acid as a colorless solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 days
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-989538bbde3f4785929bc45130b29ee2
Source dataset
uspto-grants-2013_01
Patent number
US08344135B2

Reaction notes

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