Water → Methyl 5-bromosalicylate

HRID 1829150Notes

Reaction equation

HRID 1829150 reaction equation
[C:1]([O:10][CH3:11])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[Br:12]Br.O>C(O)(=O)C>[Br:12][C:7]1[CH:8]=[C:2]([C:1]([O:10][CH3:11])=[O:9])[C:3]([OH:4])=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4133Methyl SalicylateHCID 24408Bromine

Product 1

HCID 77683Methyl 5-bromosalicylate

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Methyl salicylate (149 g) was dissolved in acetic acid (900 mL), and bromine (50 mL) was added thereto. The mixture was stirred at room temperature for 21 hr. Water (10 L) was added to the reaction mixture, and the precipitated solid was collected by filtration, which was then recrystallized from methanol to give methyl 5-bromosalicylate (175 g) as white crystals.

Workup

  1. filtrationthe precipitated solid was collected by filtration, which
  2. customwas then recrystallized from methanol

Sources & evidence

ORD record
ord-b10ad85e3f3549eab024f7b6867b2a75
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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