5-Benzyloxy-6-methoxyindole → 6-Methoxy-1H-indol-5-ol

HRID 454151Notes

Reaction equation

HRID 454151 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[NH:14][CH:13]=[CH:12]2)C1C=CC=CC=1>CO.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[NH:14][CH:13]=[CH:12]2

Participants

4

Reactant 1

HCID 2608005-Benzyloxy-6-methoxyindole

Product 1

HCID 1649576-Methoxy-1H-indol-5-olYield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-Benzyloxy-6-methoxyindole (253 mg, 1.0 mmol) was hydrogenated at 1 atmosphere pressure in methanol (10 ml) with 10% palladium on carbon (50 mg) for 2 hours at 25° C. The catalyst was filtered off and the filtrate evaporated to give 5-hydroxy-6-methoxylindole (141 mg, 87%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-6dfaa82a21cc4575987b571cae707983
Source dataset
uspto-grants-2013_07
Patent number
US08492560B2

Reaction notes

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