Ethanol → Ethyl indole-2-carboxylate

HRID 2107807Notes

Reaction equation

HRID 2107807 reaction equation
[C:1]([C:4]1[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2)([OH:3])=[O:2].S(=O)(=O)(O)O.[CH2:18](O)[CH3:19]>>[CH2:18]([O:2][C:1]([C:4]1[NH:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:3])[CH3:19]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 72899Indole-2-carboxylic acid

Product 1

HCID 73125Ethyl indole-2-carboxylate

Procedure

Heat 5 kg of 2-carboxyindole suspended in ethanol in the presence of sulfuric acid to boiling for 8 hours. Evaporate off the ethanol, then take up with 40 liters of ethyl acetate and wash the organic solution with an aqueous sodium hydroxide solution and dry.

Workup

  1. customEvaporate off the ethanol
  2. washwash the organic solution with an aqueous sodium hydroxide solution
  3. customdry

Sources & evidence

ORD record
ord-40d747bc3aa44f8da86466b9b3037f13
Source dataset
uspto-grants-1990_06
Patent number
US04935525

Reaction notes

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