Sodium Hydroxide → Phenoxyacetic Acid

HRID 1492549Notes

Reaction equation

HRID 1492549 reaction equation
[O:1]([CH2:8][C:9]([O-:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[O:1]([CH2:8][C:9]([OH:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 4523333HCID 4523333, compound

Product 1

HCID 19188Phenoxyacetic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 4-[(3-(N-ethoxycarbonyl)-4-chlorobenzenesulfonamido]-2-(3-pyridyl)}propyl]phenoxyacetate (181 mg) was dissolved in 2 ml of ethanol, followed by addition of 2 ml of aqueous 1N sodium hydroxide solution, and stirred at room temperature for 24 hours. The reaction mixture was concentrated under reduced pressure. To the residue was added 1N hydrogen chloride for neutralization, and the deposited crystalline was filtered to obtain 89 mg of [3-(4-chlorobenzenesulfonamido)-2-(3-pyridyl)}propyl]phenoxyacetic acid. The spectrometric data supports the structure of [34] as follows.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was added 1N hydrogen chloride for neutralization
  3. filtrationthe deposited crystalline was filtered

Sources & evidence

ORD record
ord-00b30a91294d4d4e8be0b398de309386
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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