2,6-Dimethoxybenzoic Acid → 3-Bromo-2,6-dimethoxybenzoic acid

HRID 224416

Reaction equation

HRID 224416 reaction equation
[Br:1]Br.[CH3:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[C:6]=1[C:7]([OH:9])=[O:8]>C(Cl)(Cl)Cl.O1CCOCC1>[Br:1][C:13]1[C:5]([O:4][CH3:3])=[C:6]([C:10]([O:14][CH3:15])=[CH:11][CH:12]=1)[C:7]([OH:9])=[O:8]

Participants

5

Reactant 2

HCID 151092,6-Dimethoxybenzoic AcidHCID 24408Bromine

Product 1

HCID 27747443-Bromo-2,6-dimethoxybenzoic acid

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 15 ml of bromine (0.3 mol) in 50 ml of chloroform is added dropwise while stirring and cooling in ice to 54.9 g (0.3 mol) of 2,6-dimethoxybenzoic acid in 150 ml of dioxan. The solution is left at room temperature overnight. The solvent is evaporated and the residue recrystallized from aqueous ethanol. Yield: 59.3 g, m.p. 144°-45° C.

Workup

  1. customThe solvent is evaporated
  2. customthe residue recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-4a69d9981df04110bfcdd27b9a858423
Source dataset
uspto-grants-1980_11
Patent number
US04232037

Linked notes

Loading…