Sodium Hydroxide → HCID 18950721, compound

HRID 1492561Notes

Reaction equation

HRID 1492561 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)[CH2:13][CH2:14][C:15]2[CH:27]=[CH:26][C:18]([O:19][CH2:20][C:21]([O:23]CC)=[O:22])=[CH:17][CH:16]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C.O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)[CH2:13][CH2:14][C:15]2[CH:27]=[CH:26][C:18]([O:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:17][CH:16]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 18950660HCID 18950660, compound

Product 1

HCID 18950721HCID 18950721, compoundYield 19.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

In a mixed solvent of 2 ml of ethanol and 2 ml of tetrahydrofuran was dissolved 21.8 mg of ethyl 4-[3-(4-chlorobenzenesulfonamido)-3-(3-pyridyl)propyl]phenoxyacetate, followed by addition of 0.25 ml of aqueous 2N sodium hydroxide solution, and stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, which was then neutralized with 2N hydrogen chloride. The crystalline deposited was filtered and washed in water followed by drying, to obtain 4.0 mg of 4-[3-(4-chlorobenzenesulfonamido)-3-(3-pyridyl)propyl]phenoxyacetic acid. The spectrometric data thereof supports the structure of [39] as follows.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, which
  2. filtrationThe crystalline deposited was filtered
  3. washwashed in water
  4. customby drying

Sources & evidence

ORD record
ord-8307aea419bb4055b422d6a8b98ffe50
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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