Sodium Hydroxide → 3-Cyclopentyl-2-(4-methanesulfonyl-phenyl)propionic acid

HRID 1159465Notes

Reaction equation

HRID 1159465 reaction equation
C[O:2][C:3](=[O:21])[CH:4]([C:11]1[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=1)[CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1.[OH-].[Na+]>CO>[CH:6]1([CH2:5][CH:4]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[C:3]([OH:21])=[O:2])[CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19261331Methyl 3-cyclopentyl-2-(4-methylsulfonylphenyl)propionate

Product 1

HCID 120694893-Cyclopentyl-2-(4-methanesulfonyl-phenyl)propionic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

The title A compound, 3-cyclopentyl-2-(4-methanesulfonyl-phenyl)-propionic acid methyl ester (17.4 mmol, 5.4 g) is saponified under standard conditions using aqueous 1 N aqueous NaOH in methanol (MeOH) with warming to 60° C. in an oil bath. The solvent is removed by evaporation and the aqueous residue is acidified with aqueous 6 N aqueous HCl. The resulting solid is collected by filtration and washed with water and dried under vacuum to afford 3-cyclopentyl-2-(4-methanesulfonyl-phenyl)-propionic acid as a white solid.

Workup

  1. customThe solvent is removed by evaporation
  2. filtrationThe resulting solid is collected by filtration
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-4d6bd4bfbb5c4911b0d4e947e6922469
Source dataset
uspto-grants-2010_10
Patent number
US07812167B2

Reaction notes

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