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

HRID 643141Notes

Reaction equation

HRID 643141 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-0119ea6717684e4dbe98ae0128d4edbf
Source dataset
uspto-grants-2010_04
Patent number
US07696209B2

Reaction notes

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