Sodium Hydroxide → HCID 10988662, compound

HRID 1033555Notes

Reaction equation

HRID 1033555 reaction equation
C[O:2][C:3](=[O:19])[CH2:4][C:5]1([CH3:18])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:14][CH3:15])[CH:12]=2)[N:7]([CH3:16])[C:6]1=[O:17].[OH-].[Na+]>CO>[CH3:16][N:7]1[C:8]2[C:13](=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)[C:5]([CH3:18])([CH2:4][C:3]([OH:19])=[O:2])[C:6]1=[O:17]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 605528HCID 605528, compound

Product 1

HCID 10988662HCID 10988662, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl ester 3 (8 g) was dissolved in methanol (200 ml) containing sodium hydroxide (10 g), and the reaction mixture was stirred at r.t. (room temperature) for 2 h. The solvent was evaporated, the residue rendered acidic with 3N HCl, then extracted with ethyl acetate, the extract dried (MgSO4) and evaporated, to give colorless crystals of 1,3-dimethyl-5-methoxyoxindole-3-acetic acid (4, 7.1 g, 94%) of m.p. 120°-121° degrees C.

Workup

  1. customThe solvent was evaporated
  2. extractionextracted with ethyl acetate
  3. dry with materialthe extract dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-0c73dc4716784481899c33a33c8304dc
Source dataset
uspto-grants-1994_05
Patent number
US05310935

Reaction notes

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