Ethanol → 6-Hydroxyindole

HRID 246827

Reaction equation

HRID 246827 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[CH3:8].[CH2:10](O)C>[Pd]>[OH:9][C:4]1[CH:3]=[C:2]2[C:7]([CH:8]=[CH:10][NH:1]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 178203-Amino-p-cresol

Product 1

HCID 5245086-HydroxyindoleYield 38%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The semicarbazone obtained above was reduced catalytically using 10% palladium on carbon in ethanol to yield a mixture of 6-hydroxyindole 38% yield, mp 124°-6° C., and 3-amino-4-methylphenol which were separated by column chromatography.

Workup

  1. customto yield

Sources & evidence

ORD record
ord-7cd80c3b6edb4a3a9f9b461fd0442c69
Source dataset
uspto-grants-1987_11
Patent number
US04704390

Linked notes

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