Hydrochloric Acid → 5-Bromo-2,4-dimethylbenzoic acid

HRID 2208747Notes

Reaction equation

HRID 2208747 reaction equation
[OH-].[Na+].[Br:3]Br.[CH3:5][C:6]1[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][C:7]=1[C:8]([OH:10])=[O:9].Cl>O>[Br:3][C:12]1[C:13]([CH3:15])=[CH:14][C:6]([CH3:5])=[C:7]([CH:11]=1)[C:8]([OH:10])=[O:9]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 118972,4-Dimethylbenzoic acidHCID 14798Sodium HydroxideHCID 24408Bromine

Product 1

HCID 5557655-Bromo-2,4-dimethylbenzoic acidYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To the stirred solution of NaOH (60 g) in water (1152 ml) was added bromine (36 ml) dropwise at 0° C. and stirred the reaction mixture for 45 min. at same temperature. 2,4-dimethylbenzoic acid (12 g, 79.9 mmol) was added in above reaction mixture at 0° C. portion wise and stirred the reaction at room temperature for 3 h. After completion of reaction of reaction (TLC) reaction mixture was acidified using conc. HCl, solid was filtered through Buchner funnel and wash with water and dried to afford the desired compound (12 g, 65%) which was used without further purification.

Workup

  1. stirringstirred
  2. customthe reaction at room temperature for 3 h
  3. customAfter completion of reaction of reaction (TLC) reaction mixture
  4. filtrationwas filtered through Buchner funnel
  5. washwash with water
  6. customdried

Sources & evidence

ORD record
ord-00b87eac2bba4f85bd7b141eb07d33cf
Source dataset
uspto-grants-2016_06
Patent number
US09376422B2

Reaction notes

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