Ethanol → 2-Bromo-5-chlorobenzoic acid ethyl ester

HRID 269554

Reaction equation

HRID 269554 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:12](O)[CH3:13]>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([O:6][CH2:12][CH3:13])=[O:5]

Participants

4

Reactant 2

HCID 702EthanolHCID 890272-Bromo-5-chlorobenzoic acid

Product 1

HCID 693095662-Bromo-5-chlorobenzoic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 2-bromo-5-chlorobenzoic acid in ethanol (10 ml) and sulphuric acid (0.5 ml) was refluxed for 20 hours then cooled and evaporated. The residue was dissolved in diethyl ether/water and the organic layer dried (magnesium sulphate) and evaporated to give 516 mg of light brown oil.

Workup

  1. temperaturethen cooled
  2. customevaporated
  3. dissolutionThe residue was dissolved in diethyl ether/water
  4. dry with materialthe organic layer dried (magnesium sulphate)
  5. customevaporated

Sources & evidence

ORD record
ord-53864e97ac024a7b8db7f1a8a5c79c24
Source dataset
uspto-grants-2008_11
Patent number
US07446222B2

Linked notes

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