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

HRID 1760248Notes

Reaction equation

HRID 1760248 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-f98496e6fd314ab9befe28fb95df49b6
Source dataset
uspto-grants-2005_01
Patent number
US06841560B2

Reaction notes

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