Water → 3-(4-Chlorophenoxy)-2-methyl-5-(methylsulfonyl)-1H-indole-1-acetic acid

HRID 2233750

Reaction equation

HRID 2233750 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:29]=[CH:28][C:7]([O:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([S:18]([CH3:21])(=[O:20])=[O:19])[CH:16]=3)[N:11]([CH2:22][C:23]([O:25]C)=[O:24])[C:10]=2[CH3:27])=[CH:6][CH:5]=1.O>C1COCC1>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([S:18]([CH3:21])(=[O:19])=[O:20])[CH:16]=3)[N:11]([CH2:22][C:23]([OH:25])=[O:24])[C:10]=2[CH3:27])=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 866092343-(4-chlorophenoxy)-2-methyl-5-(methylsulfonyl)-1H-indole-1-acetic acid, methyl ester

Product 1

HCID 116611643-(4-Chlorophenoxy)-2-methyl-5-(methylsulfonyl)-1H-indole-1-acetic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1M sodium hydroxide (1 ml) was added to a stirred mixture of the product from step (iii) (235 mg) in THF (1 ml). After 2 h, water (10 ml) was added and the solution extracted with DCM. The solution was acidified with 2 M hydrochloric acid and extracted with ethylacetate. These later organics were dried and evaporated under reduced pressure. Yield 135 mg

Workup

  1. extractionthe solution extracted with DCM
  2. extractionextracted with ethylacetate
  3. customThese later organics were dried
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-b6ce475f2d294a08863291c49d496b3c
Source dataset
uspto-grants-2010_05
Patent number
US07709521B2

Linked notes

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