Ethanol → HCID 21740545, compound

HRID 1492521Notes

Reaction equation

HRID 1492521 reaction equation
[C:1]1([S:7]([NH:10][CH:11]([C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)[CH2:12][C:13]2[CH:25]=[CH:24][C:16]([O:17][CH2:18][C:19]([O:21]CC)=[O:20])=[CH:15][CH:14]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].[CH2:34](O)[CH3:35]>O1CCCC1>[CH2:34]([CH:18]([O:17][C:16]1[CH:15]=[CH:14][C:13]([CH2:12][CH:11]([NH:10][S:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)(=[O:9])=[O:8])[C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)=[CH:25][CH:24]=1)[C:19]([OH:21])=[O:20])[CH3:35]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 15232180HCID 15232180, compound

Product 1

HCID 21740545HCID 21740545, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 4-[2-benzenesulfonamido-2-(3-pyridyl)ethyl]phenoxyacetate (70 mg) was dissolved in 2 ml of ethanol and 2 ml of tetrahydrofuran, followed by addition of 0.30 ml of aqueous 2N sodium hydroxide solution, and stirred at room temperature for one hour. The solvent was concentrated under reduced pressure, and neutralized with 2N hydrogen chloride. Then, the crystalline deposited was taken out by filtration and recrystallized in aqueous ethanol, to yield 15 mg of ethyl 4-[2-benzenesulfonamido-2-(3-pyridyl)ethyl]phenoxyacetic acid. The spectrometric data thereof supports the structure of [21] as follows.

Workup

  1. concentrationThe solvent was concentrated under reduced pressure
  2. filtrationThen, the crystalline deposited was taken out by filtration
  3. customrecrystallized in aqueous ethanol

Sources & evidence

ORD record
ord-930f758b51a44c44af36c8b9138dba2f
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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