Ethanol → Ethyl 3-bromo-4-methoxybenzoate

HRID 1466813Notes

Reaction equation

HRID 1466813 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6].OS(O)(=O)=O.[CH3:18][CH2:19]O>>[CH2:18]([O:6][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:2]([Br:1])[CH:3]=1)[CH3:19]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 668363-Bromo-4-methoxybenzoic acid

Product 1

HCID 23062539Ethyl 3-bromo-4-methoxybenzoate

Procedure

3-Bromo-4-methoxy-benzoic acid (2.5 g, 11.6 mmol) was dissolved in EtOH (20 mL) and conc. H2SO4 (1 mL) was added. The reaction was heated to reflux overnight then submitted to standard aqueous workup. The residue was purified by silica gel chromatography (0-50% EtOAc in hexanes) to yield the title compound.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux overnight
  3. customThe residue was purified by silica gel chromatography (0-50% EtOAc in hexanes)

Sources & evidence

ORD record
ord-93cd1783997c4f829e87d3da859135cd
Source dataset
uspto-grants-2015_04
Patent number
US09000025B2

Reaction notes

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