Methanol → Methyl 2-(2-bromophenyl)acetate

HRID 1004311Notes

Reaction equation

HRID 1004311 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=[O:10].[CH3:12]O>S(=O)(=O)(O)O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 2

HCID 887MethanolHCID 877542-Bromophenylacetic acid

Product 1

HCID 8063364Methyl 2-(2-bromophenyl)acetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A solution of 2-bromophenylacetic acid (5.6 g) in methanol (80 ml) containing 6 drops of concentrated sulphuric acid was heated at reflux for 12 hours. The reaction mixture was concentrated, dissolved in ether (100 ml) and washed with water. The ether solution was dried over magnesium sulphate and evaporated to give the title compound (5.8 g) as a light orange oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 12 hours
  3. concentrationThe reaction mixture was concentrated
  4. dissolutiondissolved in ether (100 ml)
  5. washwashed with water
  6. dry with materialThe ether solution was dried over magnesium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-0c0f14f810f5485783298720f057fd29
Source dataset
uspto-grants-2000_04
Patent number
US06048893

Reaction notes

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