Bromine → 5-Bromo-3-fluoro-2-hydroxybenzoic acid

HRID 603096Notes

Reaction equation

HRID 603096 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[OH:11].[Br:12]Br>C(O)(=O)C.O>[Br:12][C:9]1[CH:10]=[C:2]([F:1])[C:3]([OH:11])=[C:4]([CH:8]=1)[C:5]([OH:7])=[O:6]

Participants

5

Reactant 2

HCID 24408BromineHCID 2687243-Fluoro-2-hydroxybenzoic acid

Product 1

HCID 117704165-Bromo-3-fluoro-2-hydroxybenzoic acid

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

5.00 g (32 mmol) of 3-fluorosalicylic acid was suspended in 50 ml of glacial acetic acid, 2.2 m) of bromine were added and the mixture was stirred at ambient temperature for 48 h. The resulting suspension was diluted with 500 ml of water and the precipitate filtered off and dried by suction to afford 9.394 g of 5-bromo-3-fluoro-2-hydroxybenzoic acid as an ivory solid.

Workup

  1. filtrationthe precipitate filtered off
  2. customdried by suction

Sources & evidence

ORD record
ord-25368758d29f4ba984cd8fca2c9a7748
Source dataset
uspto-grants-2011_03
Patent number
US07906648B2

Reaction notes

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