Sodium Hydroxide → HCID 18986308, compound

HRID 2396829Notes

Reaction equation

HRID 2396829 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([O:16][CH3:17])=[C:5]([C:11]([O:13]CC)=[O:12])[NH:6]2.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([O:16][CH3:17])=[C:5]([C:11]([OH:13])=[O:12])[NH:6]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10537581HCID 10537581, compound

Product 1

HCID 18986308HCID 18986308, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.76 g of ethyl 4-methyl-3-methoxyindole-2-carboxylate in 90 ml of ethanol was treated with 45 ml of 2N sodium hydroxide solution and stirred at room temperature for 17 hours. The alcohol was evaporated and the residue was treated with 60 ml o of 2N hydrochloric acid. The separated crystals were filtered off, washed with water and dried. There were obtained 1.2 g (78%) of 4-methyl-3-methoxyindole-2-carboxylic acid as brown crystals with m.p. 136°.

Workup

  1. customThe alcohol was evaporated
  2. additionthe residue was treated with 60 ml o of 2N hydrochloric acid
  3. filtrationThe separated crystals were filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-6e8a89b63b4a47ecaa4c082590bc1392
Source dataset
uspto-grants-1996_02
Patent number
US05494928

Reaction notes

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