Potassium Hydroxide → 1-Methyl-1H-indole-6-carboxylic acid

HRID 342062

Reaction equation

[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]#N)[CH:9]=2)[CH:4]=[CH:3]1.[OH-:13].[K+].C(O)C.[OH2:18]>>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([OH:18])=[O:13])[CH:9]=2)[CH:4]=[CH:3]1

Participants

Reactant 3

HCID 14797Potassium Hydroxide

HCID 153844931-Methyl-1H-indole-6-carbonitrile

HCID 19096565Water ethanol

Product 1

HCID 198192611-Methyl-1H-indole-6-carboxylic acid

Procedure

1-Methyl-6-cyanoindole (3.12 g, 21.9 mmole) was heated at reflux in 180 mL of ethanol/water (8:1) containing 15 g of potassium hydroxide to give 3.0 g of 1-methyl-1H-indole-6-carboxylic acid as a white solid.

Sources & evidence

ORD record: ord-17aa20e8fd2440d188bd859f149319d1
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05856517

Linked notes

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