Sodium Hydroxide → 2-Phenoxymethyl-1-(4-trifluoromethylsulfanyl-benzyl)-1H-indole-5-carboxylic acid

HRID 131249Notes

Reaction equation

HRID 131249 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=1)[C:9]([CH2:26][O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[CH:8]2)=[O:4].[OH-].[Na+]>O1CCOCC1>[O:27]([CH2:26][C:9]1[N:10]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([S:21][C:22]([F:25])([F:24])[F:23])=[CH:19][CH:20]=2)[C:11]2[C:7]([CH:8]=1)=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:13][CH:12]=2)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 684637372-Phenoxymethyl-1-(4-trifluoromethylsulfanyl-benzyl)-1H-indole-5-carboxylic acid methyl ester

Product 1

HCID 684657012-Phenoxymethyl-1-(4-trifluoromethylsulfanyl-benzyl)-1H-indole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-Phenoxymethyl-1-(4-trifluoromethylsulfanyl-benzyl)-1H-indole-5-carboxylic acid methyl ester was dissolved in dioxane and treated with 1M NaOH at 50° C. for 16 h. The solvents were evaporated and the remaining solid treated with 0.5 ml HCl/1 ml ethylacetate and extracted with water.

Workup

  1. customThe solvents were evaporated
  2. additionthe remaining solid treated with 0.5 ml HCl/1 ml ethylacetate
  3. extractionextracted with water

Sources & evidence

ORD record
ord-7fe3a821cc2b43d3a256b474bbc35fa1
Source dataset
uspto-grants-2008_06
Patent number
US07384945B2

Reaction notes

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