7-(Benzyloxy)-1H-indole → 7-Hydroxyindole

HRID 1098620Notes

Reaction equation

HRID 1098620 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][CH:15]=[CH:14]2)C1C=CC=CC=1>[Pd].CCO>[OH:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][CH:15]=[CH:14]2

Participants

4

Reactant 1

HCID 2607987-(Benzyloxy)-1H-indole

Product 1

HCID 27376517-Hydroxyindole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Furthermore, 7-benzyloxyindole (404 mg, 1.81 mmol) was hydrogenated over 10% palladium on carbon (40 mg) in EtOH (4.2 mL) at ambient temperature under atmosphere pressure for 6 h. The catalyst was filtered off and washed with EtOH. The filtrate was concentrated to give 7-hydroxyindole as pale purple crystals, which was rapidly and directly used for the next reaction.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with EtOH
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-386ad6ea11254369a7ba718baf297f86
Source dataset
uspto-grants-2012_03
Patent number
US08143300B2

Reaction notes

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