2-phenyl-6,7-dihydro-1H-indol-4(5H)-one → 2-Phenyl-1H-indol-4-ol

HRID 444455Notes

Reaction equation

HRID 444455 reaction equation
[O:1]=[C:2]1[CH2:10][CH2:9][CH2:8][C:7]2[NH:6][C:5]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:4][C:3]1=2>C1(OC2C=CC=CC=2)C=CC=CC=1.[Pd]>[C:11]1([C:5]2[NH:6][C:7]3[C:3]([CH:4]=2)=[C:2]([OH:1])[CH:10]=[CH:9][CH:8]=3)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 118204622-phenyl-6,7-dihydro-1H-indol-4(5H)-one

Product 1

HCID 167416562-Phenyl-1H-indol-4-ol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 7583Diphenyl EtherSolvent

Procedure

The 2-phenyl-4-hydroxy-indole was synthesised from 4-oxo-2-phenyl-4,5,6,7-tetrahydroindole by aromatisation with palladium-on-charcoal in diphenyl ether and has a melting point of 120°-123° C.

Sources & evidence

ORD record
ord-09d70e9d589243de870a35a187099f52
Source dataset
uspto-grants-1981_04
Patent number
US04264599

Reaction notes

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