Sodium Hydroxide → HCID 18459324, compound

HRID 2305013Notes

Reaction equation

HRID 2305013 reaction equation
[OH:1][C:2]([CH2:24][S:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)(=[O:27])=[O:26])([CH2:8][S:9]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)(=[O:11])=[O:10])[C:3]([O:5]CC)=[O:4].[OH-].[Na+]>CO>[OH:1][C:2]([CH2:24][S:25]([C:28]1[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=1)(=[O:27])=[O:26])([CH2:8][S:9]([C:12]1[CH:13]=[CH:14][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:16][CH:17]=1)(=[O:11])=[O:10])[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86589162HCID 86589162, compound

Product 1

HCID 18459324HCID 18459324, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-hydroxy-2-[(4-methoxybenzenesulfonyl)methyl]-3-(4-phenylbenzenesulfonyl)propionic acid, ethyl ester (0.70 g, 1.3 mmol) in 25 mL of methanol is added sodium hydroxide (25 mmol in 10 mL of water). The reaction mixture is stirred at ambient temperature for 1 hour, and then quenched by the addition of 25 mL of 1N HCl. Methanol is removed under reduced pressure, and the product is extracted with several portions of ethyl acetate. The organic phase is washed with brine, dried over magnesium sulfate, filtered, and concentrated to afford the title compound as a white solid.

Workup

  1. customquenched by the addition of 25 mL of 1N HCl
  2. customMethanol is removed under reduced pressure
  3. extractionthe product is extracted with several portions of ethyl acetate
  4. washThe organic phase is washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-a9a76ba99f4f4eafb8b86467eb9f5b3e
Source dataset
uspto-grants-2002_08
Patent number
US06437177B1

Reaction notes

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