Acetic Acid → HCID 21105747, compound

HRID 1354435Notes

Reaction equation

HRID 1354435 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([C:13]3[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][CH:14]=3)[O:10][N:9]=2)=[CH:4][CH:3]=1.Cl.C(O)(=O)C>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[C:11]([C:13]3[CH:22]=[CH:21][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=3)[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 22934522HCID 22934522, compound

Product 1

HCID 21105747HCID 21105747, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl 4-[3-(4-chlorophenyl)-5-isoxazolyl]benzoate (1.50 g), conc. hydrochloric acid (30 ml) and acetic acid (100 ml) was heated under reflux for 5 hrs. After cooling, the reaction mixture was poured into water and the crystals were washed with water to give 4-[3-(4-chlorophenyl)-5-isoxazolyl]benzoic acid (1.38 g, yield 97%). Recrystallization from N,N-dimethylformamide-water gave colorless prism crystals. melting point: >300° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hrs
  3. temperatureAfter cooling
  4. washthe crystals were washed with water

Sources & evidence

ORD record
ord-8857bb84dc324ba68e369c07f587df21
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

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