Water → 5-bromo-2-hydroxy-4-methylbenzoic acid

HRID 629330Notes

Reaction equation

HRID 629330 reaction equation
[OH:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Br:12]Br.O>C(O)(=O)C>[Br:12][C:8]1[C:9]([CH3:11])=[CH:10][C:2]([OH:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 57882-Hydroxy-p-toluic acidHCID 24408Bromine

Product 1

HCID 2439345-bromo-2-hydroxy-4-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2-hydroxy-4-methylbenzoic acid (5.00 g) in acetic acid (70.0 mL) was added dropwise bromine (1.68 mL), and the mixture was stirred at room temperature for 5.5 hr. To the reaction mixture was added water, and the precipitate was collected by filtration, and dried under reduced pressure to give the title compound (6.78 g).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-33f50400cbf0496d9ad10fd87bd16de3
Source dataset
uspto-grants-2016_04
Patent number
US09315458B2

Reaction notes

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