Ethanol → Ethyl Indole-3-carboxylate

HRID 1793589Notes

Reaction equation

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=[O:11])=[CH:2]1.[CH2:13](O)[CH3:14]>>[CH2:13]([O:11][C:10]([C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1)=[O:12])[CH3:14]

Participants

Reactant 2

HCID 702Ethanol

HCID 69867Indole-3-Carboxylic Acid

Product 1

HCID 247965Ethyl Indole-3-carboxylate

Procedure

The title compound is prepared starting from indole-3-carboxylic acid (commercially available from Aldrich) by esterification with ethanol using standard methods of organic synthesis (e.g. J. March, Advanced Organic Chemistry, Reactions, Mechanisms and Structure (1992, 4th edition) 393–394 (Wiley interscience, New York).

Sources & evidence

ORD record: ord-09fb40855c5646c49cc533afa783da8e
Source dataset: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07081472B2

Reaction notes

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