Methanol → Methyl [2-(trifluoromethyl)phenyl]acetate

HRID 1955152Notes

Reaction equation

HRID 1955152 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([OH:12])=[O:11].[CH3:15]O>S(=O)(=O)(O)O>[F:1][C:2]([F:13])([F:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([O:12][CH3:15])=[O:11]

Participants

4

Reactant 2

HCID 887MethanolHCID 594597(2-(trifluoromethyl)phenyl)acetic acid

Product 1

HCID 23294844Methyl [2-(trifluoromethyl)phenyl]acetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A solution of 2-trifluoromethylphenylacetic acid (5.0 g) in methanol (30 ml) containing 5 drops of concentrated sulphuric acid was heated at reflux for 2 hours. The reaction mixture was concentrated, diluted with ethyl acetate (100 ml), washed with 1 N sodium hydroxide (25 ml) then with brine (25 ml), dried over magnesium sulphate and evaporated to give the title compound (5.04 g) as a colourless oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. concentrationThe reaction mixture was concentrated
  4. additiondiluted with ethyl acetate (100 ml)
  5. washwashed with 1 N sodium hydroxide (25 ml)
  6. dry with materialwith brine (25 ml), dried over magnesium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-16ed2345791547f1b3e2ee78fe3e3207
Source dataset
uspto-grants-2000_09
Patent number
US06124343

Reaction notes

Loading…