Water → 2-Methoxy-4-(trifluoromethyl)benzaldehyde

HRID 910827Notes

Reaction equation

HRID 910827 reaction equation
[CH3:1][O-:2].[Na+].[F:4][C:5]([C:8]1[CH:15]=[CH:14][C:11]([CH:12]=[O:13])=[C:10](F)[CH:9]=1)([F:7])[F:6].O>CO>[CH3:1][O:2][C:10]1[CH:9]=[C:8]([C:5]([F:7])([F:6])[F:4])[CH:15]=[CH:14][C:11]=1[CH:12]=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 5229292-Fluoro-4-(trifluoromethyl)benzaldehydeHCID 10942334Sodium Methoxide

Product 1

HCID 49847042-Methoxy-4-(trifluoromethyl)benzaldehyde

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of sodium methoxide (25% wt in methanol, 50 ml) was added to a solution of (4-(1,1,1-trifluoromethyl)-2-fluoro-benzaldehyde (5.0 g) in methanol (50 ml) and the mixture heated under reflux for 2 h. Water (200 ml) was added and the mixture extracted with ethyl acetate. The organics were dried and evaporated under reduced pressure to give a residue that was purified by chromatography on silica eluting with isohexane/diethylether 3:1, yield 3.18 g.

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 2 h
  3. extractionthe mixture extracted with ethyl acetate
  4. customThe organics were dried
  5. customevaporated under reduced pressure
  6. customto give a residue that
  7. customwas purified by chromatography on silica eluting with isohexane/diethylether 3:1, yield 3.18 g

Sources & evidence

ORD record
ord-4fe4e7a5081a4c23a4b6f477bc2b98ee
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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