Methanol → Methyl 4-hydroxy-2-(trifluoromethyl)benzoate
Reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1.S(=O)(=O)(O)O.[CH3:20]O>>[CH3:20][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([OH:1])=[CH:3][C:4]=1[C:11]([F:12])([F:13])[F:14]Participants
4
Procedure
4-hydroxy-2-trifluoromethyl-benzoic acid (5.0 g, 24.0 mmol) was dissolved in MeOH (50 mL) and a catalytic quantity of sulfuric acid was added. The mixture was refluxed overnight, after which the solvent was evaporated under reduced pressure; the crude was dissolved in DCM and washed with saturated NaHCO3. The organic phase was dried and evaporated under reduced pressure, and the product was used without further purification.
Workup
- temperatureThe mixture was refluxed overnight
- customafter which the solvent was evaporated under reduced pressure
- dissolutionthe crude was dissolved in DCM
- washwashed with saturated NaHCO3
- customThe organic phase was dried
- customevaporated under reduced pressure
- customthe product was used without further purification
Sources & evidence
- ORD record
- ord-6e1ce4f2d0e54b0f8fa8889f817ad51e
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163729B2
Reaction notes
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