5-Benzyloxy-1-(4-fluoro-phenyl)-1H-indole → 1-(4-Fluoro-phenyl)-1H-indol-5-ol

HRID 1633614Notes

Reaction equation

HRID 1633614 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=1)[CH:13]=[CH:12]2)C1C=CC=CC=1>C(O)C.[Pd]>[F:24][C:21]1[CH:22]=[CH:23][C:18]([N:14]2[C:15]3[C:11](=[CH:10][C:9]([OH:8])=[CH:17][CH:16]=3)[CH:12]=[CH:13]2)=[CH:19][CH:20]=1

Participants

4

Reactant 1

HCID 111979085-Benzyloxy-1-(4-fluoro-phenyl)-1H-indole

Product 1

HCID 114815561-(4-Fluoro-phenyl)-1H-indol-5-olYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

13.2 g (41.5 mmol) 5-Benzyloxy-1-(4-fluoro-phenyl)-1H-indole in 150 ml ethanol were hydrogenated in the presence of 200 mg 5%Pd/C to yield 6.6 g (70%) 1-(4-Fluoro-phenyl) -1H-indol-5-ol as white solid, MS: 227 (M).

Sources & evidence

ORD record
ord-98d9f54520294065b70dfcbf3641129e
Source dataset
uspto-grants-2003_01
Patent number
US06503907B2

Reaction notes

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