Hydrochloric Acid → 2-[3-(3-Trifluoromethylphenyl)-5-Isoxazolyl]Benzoic Acid

HRID 1706777Notes

Reaction equation

HRID 1706777 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]([C:9]2[CH2:13][C:12]3([C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[C:15](=[O:22])[O:14]3)[O:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1.Cl.O>O1CCOCC1>[F:24][C:2]([F:1])([F:23])[C:3]1[CH:4]=[C:5]([C:9]2[CH:13]=[C:12]([C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:15]([OH:22])=[O:14])[O:11][N:10]=2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 13071263HCID 13071263, compound

Product 1

HCID 127896382-[3-(3-Trifluoromethylphenyl)-5-Isoxazolyl]Benzoic AcidYield 89%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 0.28 g. of 3'-(3-trifluoromethylphenyl)-spiro[isobenzofuran-1(3H), 5'(4'H)-isoxazol]-3-one, 0.5 ml. of concentrated HCl, 10 ml. of water and 6 ml. of dioxane was stirred at reflux for one hour. The mixture was cooled and filtered to give 0.25 g. of white solid; m.p. 176.5°-178° C. in 89% yield.

Workup

  1. additionA mixture of 0.28 g
  2. temperatureat reflux for one hour
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. customto give 0.25 g

Sources & evidence

ORD record
ord-a696f9f3d44c4fcb8e75c146cdebb1ee
Source dataset
uspto-grants-1980_06
Patent number
US04208510

Reaction notes

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