Methanol → Methyl (2-chlorophenyl)acetate

HRID 1955150Notes

Reaction equation

HRID 1955150 reaction equation
[Cl: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>[Cl: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 17124o-Chlorophenylacetic acid

Product 1

HCID 93683Methyl (2-chlorophenyl)acetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A solution of 2-chlorophenylacetic acid (10.0 g) in methanol (100 ml) containing 1 drop of concentrated sulphuric acid was heated at reflux for 2 hours. The reaction mixture was evaporated to half volume and partitioned between ethyl acetate (100 ml) and water (100 ml). The organic phase was dried over magnesium sulphate and evaporated to give the title compound (10.0 g) as a colourless oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. customThe reaction mixture was evaporated to half volume
  4. custompartitioned between ethyl acetate (100 ml) and water (100 ml)
  5. dry with materialThe organic phase was dried over magnesium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-5a75ff13655c446facb61feb5b821af5
Source dataset
uspto-grants-2000_09
Patent number
US06124343

Reaction notes

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