Ethanol → Ethyl indole-2-carboxylate

HRID 2072817Notes

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

Reactant 3

HCID 702Ethanol

HCID 1118Sulfuric Acid

HCID 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.

Workup

customEvaporate

Sources & evidence

ORD record: ord-1aee7a089b0b41929dfaf541e4bdbb7a
Source dataset: uspto-grants-1990_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04914214

Reaction notes

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