HCID 69516804, compound → HCID 21908313, compound

HRID 1374615Notes

Reaction equation

HRID 1374615 reaction equation
C([O:3][C:4](=[O:25])[C:5]([OH:24])([C:20]([F:23])([F:22])[F:21])[CH2:6][C:7]([C:10]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=1[N+:17]([O-:19])=[O:18])([CH3:9])[CH3:8])C>C(O)C>[F:16][C:14]1[CH:13]=[CH:12][C:11]([N+:17]([O-:19])=[O:18])=[C:10]([C:7]([CH3:9])([CH3:8])[CH2:6][C:5]([OH:24])([C:20]([F:22])([F:23])[F:21])[C:4]([OH:25])=[O:3])[CH:15]=1

Participants

3

Reactant 1

HCID 69516804HCID 69516804, compound

Product 1

HCID 21908313HCID 21908313, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.4 g of 4-(5-fluoro-2-nitrophenyl)-2-hydroxy-4-methyl-2-trifluoromethylvaleric acid-ethyl ester is dissolved in 30 ml of ethanol and purified with 60 ml of 1 M sodium hydroxide solution. After 2 days at room temperature, it is concentrated by evaporation, the residue is dissolved in water, acidified at 0° C. and extracted with ethyl acetate. The ethyl acetate phase is washed neutral with water, dried (Na2SO4) and concentrated by evaporation. After crystallization from diisopropyl ether, 4-(5-fluoro-2-nitrophenyl)-2-hydroxy-4-methyl-2-trifluoromethylvaleric acid with a flash point of 130–131° C. is obtained.

Workup

  1. custompurified with 60 ml of 1 M sodium hydroxide solution
  2. concentrationit is concentrated by evaporation
  3. dissolutionthe residue is dissolved in water
  4. customacidified at 0° C.
  5. extractionextracted with ethyl acetate
  6. washThe ethyl acetate phase is washed neutral with water
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated by evaporation
  9. customAfter crystallization from diisopropyl ether, 4-(5-fluoro-2-nitrophenyl)-2-hydroxy-4-methyl-2-trifluoromethylvaleric acid with a flash point of 130–131° C.
  10. customis obtained

Sources & evidence

ORD record
ord-bab54dcebd824b628410a6b5cfc39453
Source dataset
uspto-grants-2007_01
Patent number
US07166592B2

Reaction notes

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