Citric Acid → 4-Hydroxy-3-(trifluoromethyl)benzoic acid

HRID 491152Notes

Reaction equation

HRID 491152 reaction equation
C[O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[C:12]([F:15])([F:14])[F:13].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>>[OH:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[C:12]([F:13])([F:14])[F:15]

Participants

3

Conditions

Temperature
180 °C

Procedure

10.0 g (45.4 mmol) 4-methoxy-3-trifluoromethyl-benzoic acid and 75 g pyridinium-hydrochloride were mixed well and then heated to 180° C. under a nitrogen atmosphere for 5 h. The reaction mixture was poured onto 1 L 10% citric acid solution and extracted with 50 mL EtOAc. The organic phase was washed with 1 L water and dried over Na2SO4. After the desiccant and solvent had been eliminated the product was further reacted without purification.

Workup

  1. extractionextracted with 50 mL EtOAc
  2. washThe organic phase was washed with 1 L water
  3. dry with materialdried over Na2SO4
  4. customwas further reacted without purification

Sources & evidence

ORD record
ord-3592c36111624b0c9a30edf57426b151
Source dataset
uspto-grants-2009_05
Patent number
US07528129B2

Reaction notes

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