Methanol → HCID 21850241, compound

HRID 618107Notes

Reaction equation

HRID 618107 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]=[C:12]2[CH:20]=[O:21])C1C=CC=CC=1.CO>[Pd].C(OCC)(=O)C>[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]=[C:12]2[CH:20]=[O:21]

Participants

5

Reactant 2

HCID 887MethanolHCID 21850191HCID 21850191, compound

Product 1

HCID 21850241HCID 21850241, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5-Benzyloxy-6-methoxyindole-3-carboxaldehyde (0.75 g) was suspended in a mixed solvent of methanol (60 ml) and ethyl acetate (20 ml), and 10% palladium on carbon (85 mg) was added thereto, followed by stirring at room temperature for one hour under an atmosphere of hydrogen. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give 5-hydroxy-6-methoxyindole-3-carboxaldehyde (0.51 g).

Workup

  1. additionwas added
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-76da15c2073b410390a454915c90d713
Source dataset
uspto-grants-1999_09
Patent number
US05952355

Reaction notes

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