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

HRID 1271640Notes

Reaction equation

HRID 1271640 reaction equation
[Br:1]Br.[OH:3][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7]([OH:9])=[O:8]>C(O)C.C(O)(=O)C>[Br:1][C:12]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[OH:3]

Participants

5

Reactant 2

HCID 74203-Hydroxybenzoic AcidHCID 24408Bromine

Product 1

HCID 64209734-Bromo-3-hydroxybenzoic acidYield 40.2%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

Bromine (0.37 mL, 7.2 mmol) was added to 3-hydroxybenzoic acid (500 mg, 3.6 mmol) in ethanol (2 mL) and acetic acid (1 mL). The mixture was stirred at room temperature for 30 min and then concentrated and purified by column chromatography to give the product (314 mg, 40%). MS (DCI) m/z 234 (M+NH4)+.

Workup

  1. concentrationconcentrated
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-ae78ae6fd4664bf89df628389830fb92
Source dataset
uspto-grants-2007_04
Patent number
US07205409B2

Reaction notes

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