Water → (2-Bromo-5-methoxy-4-methylphenyl)acetic acid

HRID 1691780Notes

Reaction equation

HRID 1691780 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:10][C:11]([OH:13])=[O:12])[CH:6]=[CH:7][C:8]=1[CH3:9].[Br:14]Br.O>C(O)(=O)C>[Br:14][C:6]1[CH:7]=[C:8]([CH3:9])[C:3]([O:2][CH3:1])=[CH:4][C:5]=1[CH2:10][C:11]([OH:13])=[O:12]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 91183902-(3-Methoxy-4-methylphenyl)acetic acid

Product 1

HCID 291672(2-Bromo-5-methoxy-4-methylphenyl)acetic acidYield 77.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of (3-methoxy-4-methyl-phenyl)-acetic acid (6.1 g, 33.9 mmol) in glacial acetic acid (30 mL) under argon was added bromine (1.96 mL, 37.2 mmol). The mixture was stirred at room temperature for three hours. Water (100 mL) was added, and solid was filtered off, washed with water and dried to obtain (2-bromo-5-methoxy-4-methyl-phenyl)-acetic acid (6.8 g, 77%).

Workup

  1. filtrationsolid was filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-ef1cc309d7034d979826812330b074ba
Source dataset
uspto-grants-2012_04
Patent number
US08153808B2

Reaction notes

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