HCID 20529127, compound → 2-Methyl-3-phenyl-1H-indole-4-ol

HRID 66830Notes

Reaction equation

HRID 66830 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[CH2:5][CH2:6][CH2:7][C:8](=[O:17])[C:9]=2[C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>[Pd].CCOCC>[CH3:1][C:2]1[NH:3][C:4]2[CH:5]=[CH:6][CH:7]=[C:8]([OH:17])[C:9]=2[C:10]=1[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 20529127HCID 20529127, compound

Product 1

HCID 205291612-Methyl-3-phenyl-1H-indole-4-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

An amount of 22.5 g (0.1 mole) of 4,5,6,7-tetrahydro-2-methyl-3-phenyl-1H-4indolone and 5 g of palladium on charcoal were heated for six hours to 200° C. After cooling, ether was added under stirring, and the mixture was filtered. The ether filtrate was evaporated, and the residue was chromatographed on silicagel (solvent: toluene).

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture was filtered
  3. customThe ether filtrate was evaporated
  4. customthe residue was chromatographed on silicagel (solvent: toluene)

Sources & evidence

ORD record
ord-61be059a49c1429482ec4bc1c67b0b36
Source dataset
uspto-grants-1982_08
Patent number
US04343811

Reaction notes

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