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

HRID 1872688Notes

Reaction equation

HRID 1872688 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 precipithate 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-fa10fe1e54914f7293fc1b2ca2e216d1
Source dataset
uspto-grants-2000_08
Patent number
US06110934

Reaction notes

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