Sodium Hydroxide → 2-(4-(Ethylsulfonamidomethyl)-3-fluorophenyl)propanoic acid

HRID 1428771Notes

Reaction equation

HRID 1428771 reaction equation
[CH2:1]([S:3]([NH:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:20])[C:15]([O:17]CC)=[O:16])=[CH:10][C:9]=1[F:21])(=[O:5])=[O:4])[CH3:2].[OH-].[Na+]>O1CCCC1.O>[CH2:1]([S:3]([NH:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:20])[C:15]([OH:17])=[O:16])=[CH:10][C:9]=1[F:21])(=[O:5])=[O:4])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 70816333Ethyl 2-(4-(ethylsulfonamidomethyl)-3-fluorophenyl)propanoate

Product 1

HCID 708165692-(4-(Ethylsulfonamidomethyl)-3-fluorophenyl)propanoic acidYield 100.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-(4-(ethylsulfonamidomethyl)-3-fluorophenyl)propanoate (60 mg, 0.189 mmol) in tetrahydrofuran and water co-solvent, sodium hydroxide (19 mg) was added at room temperature. The mixture was stirred for overnight and extracted with ethyl acetate, dried over magnesium sulfate, the solvent was evaporated in vacuo. It was purified by column chromatography to give 2-(4-(ethylsulfonamidomethyl)-3-fluorophenyl)propanoic acid (55 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. customthe solvent was evaporated in vacuo
  4. customIt was purified by column chromatography

Sources & evidence

ORD record
ord-8e4f8cc61a81493fa721fb6894976bc4
Source dataset
uspto-grants-2015_01
Patent number
US08937092B2

Reaction notes

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