Sodium Hydroxide → 5-Nitroindole-2-carboxylic acid

HRID 844442Notes

Reaction equation

HRID 844442 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([O:15]CC)=[O:14])=[CH:7]2)([O-:3])=[O:2].[OH-].[Na+]>CCO>[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([OH:15])=[O:14])=[CH:7]2)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 280312Ethyl 5-nitro-1H-indole-2-carboxylate

Product 1

HCID 3512915-Nitroindole-2-carboxylic acidYield 94.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

13 g of ethyl 5-nitro-2-indolecarboxylate are placed in 200 ml of EtOH and the solution is treated for 12 hours with 15 g of 30% NaOH solution. After evaporation of the solvent, the residue is acidified with concentrated HCl and then filtered to give 10.8 g of the expected compound.

Workup

  1. customAfter evaporation of the solvent
  2. filtrationfiltered

Sources & evidence

ORD record
ord-91066413ac5e49d4a8cec32d4e5ac528
Source dataset
uspto-grants-2002_04
Patent number
US06380230B1

Reaction notes

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