HCID 12789649, compound → HCID 12789653, compound

HRID 1390798Notes

Reaction equation

HRID 1390798 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:13][N:12]=[C:11]([C:14]3[CH:23]=[CH:22][CH:21]=[CH:20][C:15]=3[C:16]([O:18]C)=[O:17])[CH:10]=2)=[CH:5][CH:4]=1>Cl.C(O)(=O)C.O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:13][N:12]=[C:11]([C:14]3[CH:23]=[CH:22][CH:21]=[CH:20][C:15]=3[C:16]([OH:18])=[O:17])[CH:10]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 1

HCID 12789649HCID 12789649, compound

Product 1

HCID 12789653HCID 12789653, compoundYield 99%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of 1.81 g of methyl 2-[5-(4-methoxyphenyl)-3-isoxazolyl]benzoate in 8 ml concentrated HCl and 8 ml of acetic acid was held at reflux for 4 hours, cooled, diluted with water, and filtered to give 1.71 g (99%) of white solid, mp 182-185° C. Recrystallization of the solid from CH3CN gave 1.27 g (73%) of solid, mp 186-187.5° C.

Workup

  1. temperatureat reflux for 4 hours
  2. temperaturecooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-885a1c908ee748eaa7416e9e56765326
Source dataset
uspto-grants-1979_02
Patent number
US04140515

Reaction notes

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