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

HRID 1835279Notes

Reaction equation

HRID 1835279 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-723195038d484e6a99cb607fbf65664e
Source dataset
uspto-grants-2004_08
Patent number
US06770657B2

Reaction notes

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