Ethanol → HCID 23003599, compound

HRID 396453Notes

Reaction equation

HRID 396453 reaction equation
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([C:6]([C:8]2[N:9](S(C3C=CC=CC=3)(=O)=O)[C:10]3[C:15]([CH:16]=2)=[CH:14][CH:13]=[CH:12][CH:11]=3)=[O:7])=[CH:4][CH:3]=1.[OH-:28].[Na+].[CH2:30]([OH:32])[CH3:31]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[NH:9][C:10]3[C:15]([C:16]=2[CH2:31][C:30]([OH:28])=[O:32])=[CH:14][CH:13]=[CH:12][CH:11]=3)=[O:7])=[CH:26][CH:27]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 23003372HCID 23003372, compound

Product 1

HCID 23003599HCID 23003599, compoundYield 98.2%

Procedure

A mixture of 2-(4-chlorobenzoyl)-1-(phenylsulfonyl)indole (step 1, 334 mg, 0.84 mmol) and 2N sodium hydroxide (1.5 ml, 2.78 mmol) in ethanol (5 ml) was heated at reflux temperature for 15 min. The mixture was concentrated and the residue was diluted with ethyl acetate (100 ml). The organic layer was washed with water and dried (MgSO4), and concentrated to afford 211 mg (98.2%) of the title compound as yellow solids.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 15 min
  3. concentrationThe mixture was concentrated
  4. additionthe residue was diluted with ethyl acetate (100 ml)
  5. washThe organic layer was washed with water
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-3982f016972d47aca90056500c354d49
Source dataset
uspto-grants-2003_08
Patent number
US06608070B1

Reaction notes

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