2,4-Dimethoxybenzoic acid → 5-Bromo-2,4-dimethoxybenzoic acid

HRID 2297692Notes

Reaction equation

HRID 2297692 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].[Br:14]Br>C(Cl)(Cl)Cl>[Br:14][C:9]1[C:10]([O:12][CH3:13])=[CH:11][C:3]([O:2][CH3:1])=[C:4]([CH:8]=1)[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 70522,4-Dimethoxybenzoic acidHCID 24408Bromine

Product 1

HCID 135050975-Bromo-2,4-dimethoxybenzoic acidYield 50%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of 2,4-dimethoxybenzoic acid (4.0 g, 0.022 mol) in chloroform (60 ml) was added bromine (1.13 ml, 0.022 mol) in chloroform (20 ml) dropwise. After stirring overnight at room temperature the precipitate was filtered off and dried to afford the title compound as a white solid (2.87 g).

Workup

  1. filtrationwas filtered off
  2. customdried

Sources & evidence

ORD record
ord-2178aebe3ac74e48827b9bdcd1f889b9
Source dataset
uspto-grants-2002_12
Patent number
US06492388B1

Reaction notes

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