Sodium Hydroxide → HCID 22909673, compound

HRID 1379105Notes

Reaction equation

HRID 1379105 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:15]([C:16]3[CH:28]=[CH:27][C:19]([O:20][CH2:21][C:22]([O:24]CC)=[O:23])=[CH:18][CH:17]=3)[N:14]=[C:13]([C:29]([F:32])([F:31])[F:30])[CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[OH-].[Na+]>O1CCCC1.C(O)C>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:15]([C:16]3[CH:28]=[CH:27][C:19]([O:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:18][CH:17]=3)[N:14]=[C:13]([C:29]([F:32])([F:30])[F:31])[CH:12]=2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22909694HCID 22909694, compound

Product 1

HCID 22909673HCID 22909673, compoundYield 68.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 4-{5-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-1-pyrazolyl}phenoxyacetate (1.7 g), 10% sodium hydroxide (10 ml) in tetrahydrofuran (10 ml) and ethanol (40 ml) was reflexed for 3 hours. The solvent was evaporated, and the residue was dissolved in water and acidified with hydrochloric acid. The precipitates were filtered and recrystallized from a mixture of tetrahydrofuran, ethanol, and isopropyl ether to give 4-{5-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-1-pyrazolyl}phenoxyacetic acid (1.1 g).

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in water
  3. filtrationThe precipitates were filtered
  4. customrecrystallized from a mixture of tetrahydrofuran, ethanol, and isopropyl ether

Sources & evidence

ORD record
ord-f02b348c85ea404283ae140c9e4511fd
Source dataset
uspto-grants-1997_09
Patent number
US05670533

Reaction notes

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