Ethanol → HCID 19890445, compound

HRID 893551Notes

Reaction equation

HRID 893551 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[O:18][CH2:19][CH2:20][CH2:21][CH3:22])[NH:14][CH:13]=[CH:12]2)C1C=CC=CC=1.[H][H].C(O)C>[Pd].C(Cl)Cl>[CH2:19]([O:18][C:17]1[CH:16]=[C:15]2[C:11]([CH:12]=[CH:13][NH:14]2)=[CH:10][C:9]=1[OH:8])[CH2:20][CH2:21][CH3:22]

Participants

6

Reactant 3

HCID 702EthanolHCID 19890444HCID 19890444, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19890445HCID 19890445, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

5-Benzyloxy 6-butoxy indole (0.5 g, 0.0017 mole) is hydrogenated under 50 atmospheres of hydrogen in a reactor with 5 ml of absolute ethanol and 70 mg of 10% palladium on carbon for 2 hours. After filtration and evaporation of the solvent, the residue is purified by chromatography on silica 60 (eluent: CH2Cl2, to obtain 6-butoxy 5-hydroxy indole (0.19 g, beige powder, yield 55%).

Workup

  1. filtrationAfter filtration and evaporation of the solvent
  2. customthe residue is purified by chromatography on silica 60 (eluent

Sources & evidence

ORD record
ord-b56e569473484bb3aac99a2a5221cbda
Source dataset
uspto-grants-1992_06
Patent number
US05126125

Reaction notes

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