Sodium Hydroxide → 1H-Indole-1-acetic acid, 5-chloro-3-[(4-chlorophenyl)sulfonyl]-2-methyl-

HRID 2240547Notes

Reaction equation

HRID 2240547 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]([O:14]C)=[O:13])[C:6]([CH3:16])=[C:5]2[S:17]([C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18].[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]([OH:14])=[O:13])[C:6]([CH3:16])=[C:5]2[S:17]([C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)(=[O:18])=[O:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86605152HCID 86605152, compound

Product 1

HCID 98009821H-Indole-1-acetic acid, 5-chloro-3-[(4-chlorophenyl)sulfonyl]-2-methyl-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the product from step (c) (0.09 g) in THF (5 ml) was added a 1.25 M solution of NaOH(aq) (0.25 ml). The reaction was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo and the residue dissolved/suspended in water. The pH was adjusted to 2 using dilute HCl (aq) and the solid which precipitated was isolated by filtration, dried under vacuum at 40° C. to give the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe solid which precipitated
  3. customwas isolated by filtration
  4. customdried under vacuum at 40° C.

Sources & evidence

ORD record
ord-57e070e430174ddcb019637e65eab8d3
Source dataset
uspto-grants-2010_05
Patent number
US07723373B2

Reaction notes

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