Trifluoroacetic acid → HCID 67037142, compound

HRID 1920069Notes

Reaction equation

HRID 1920069 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[CH2:18][C:17]([C:20]3[C:21]([C:27]([F:30])([F:29])[F:28])=[N+:22]([O-:26])[CH:23]=[CH:24][CH:25]=3)(O)[O:16][N:15]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9][CH3:10].FC(F)(F)C(O)=O>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[CH:18]=[C:17]([C:20]3[C:21]([C:27]([F:29])([F:30])[F:28])=[N+:22]([O-:26])[CH:23]=[CH:24][CH:25]=3)[O:16][N:15]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67036864HCID 67036864, compound

Product 1

HCID 67037142HCID 67037142, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3-(3-(3,4-dimethoxy-5-nitrophenyl)-5-hydroxy-4,5-dihydroisoxazol-5-yl)-2-(trifluoromethyl)pyridine 1-oxide (2.14 g, 5 mmol) was heated in 20 mL of ethyl acetate to 70° C. To the resulting slurry was added trifluoroacetic acid (0.74 g, 6.5 mmol) dropwise. After 10 minutes, the reaction was evaporated to dryness and the residue was recrystallised from isopropanol to give 3-(3-(3,4-dimethoxy-5-nitrophenyl)isoxazol-5-yl)-2-(trifluoromethyl)pyridine 1-oxide, 1.27 g (62%).

Workup

  1. customthe reaction was evaporated to dryness
  2. customthe residue was recrystallised from isopropanol

Sources & evidence

ORD record
ord-d40d045beb964674a3baa6827a430af4
Source dataset
uspto-grants-2012_05
Patent number
US08168793B2

Reaction notes

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