Acetic Acid → 2-Bromo-5-methoxybenzoic acid

HRID 1080226Notes

Reaction equation

HRID 1080226 reaction equation
[C:1]([OH:11])(=[O:10])[C:2]1[CH:7]=[CH:6][C:5](OC)=[CH:4][CH:3]=1.[Br:12]Br.O.[C:15]([OH:18])(=O)C>>[Br:12][C:7]1[CH:6]=[CH:5][C:4]([O:18][CH3:15])=[CH:3][C:2]=1[C:1]([OH:11])=[O:10]

Participants

5

Reactant 4

HCID 176Acetic Acid2×HCID 962WaterHCID 74784-Methoxybenzoic AcidHCID 24408Bromine

Product 1

HCID 899062-Bromo-5-methoxybenzoic acid

Procedure

To a three-necked flask equipped with a mechanical stirrer and condenser, 100 g of anisic acid and 600 ml of glacial acetic acid were added. A solution of 106 g of bromine in 300 ml of acetic acid was added, followed by the addition of water. The mixture was heated to boiling and allowed to cool. Approximately 130 g of 2-bromo-5-methoxybenzoic acid was obtained as fine needle crystals.

Workup

  1. customTo a three-necked flask equipped with a mechanical stirrer and condenser
  2. temperatureThe mixture was heated
  3. temperatureto cool

Sources & evidence

ORD record
ord-ef559a51f9694dd6a96b5d4eceacd609
Source dataset
uspto-grants-1996_12
Patent number
US05580950

Reaction notes

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