Methanol → Methyl 2-(3-chlorophenyl)acetate

HRID 1955156Notes

Reaction equation

HRID 1955156 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:12]O>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 158793-Chlorophenylacetic acid

Product 1

HCID 2733544Methyl 2-(3-chlorophenyl)acetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A solution of 3-chlorophenylacetic acid (10.0 g) in methanol (80 ml) containing 2 drops of concentrated sulphuric acid was heated at reflux for 3 hours. The reaction mixture was concentrated 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 (9.8 g) as a colourless oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours
  3. concentrationThe reaction mixture was concentrated
  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-89032b0c826e44c9a908cf7f9a0d2126
Source dataset
uspto-grants-2000_09
Patent number
US06124343

Reaction notes

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