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

HRID 1004308Notes

Reaction equation

HRID 1004308 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 1N 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 1N sodium hydroxide (25 ml)
  6. dry with materialwith brine (25 ml), dried over magnesium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-e310ac7d8779480c96918d4b492204f8
Source dataset
uspto-grants-2000_04
Patent number
US06048893

Reaction notes

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