6-(Benzyloxy)-2-phenoxyquinoline → HCID 24755549, compound

HRID 1869796Notes

Reaction equation

HRID 1869796 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[C:14]([O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:13]=[CH:12]2)C1C=CC=CC=1>CO.[Pd]>[O:19]([C:14]1[CH:13]=[CH:12][C:11]2[C:16](=[CH:17][CH:18]=[C:9]([OH:8])[CH:10]=2)[N:15]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 1

HCID 117717826-(Benzyloxy)-2-phenoxyquinoline

Product 1

HCID 24755549HCID 24755549, compoundYield 61%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 6-(benzyloxy)-2-phenoxyquinoline 13 (0.862 g) in CH3OH (10 ml) is added 10% of palladium on C (10%). The reaction is stirred under H2 at room temperature for 1 night. After filtration on celite and concentration, the residue is purified by silica gel chromatography using AcOEt/petroleum ether 10/90 as eluent to give compound 2-phenoxy-6-quinolinol 14 as an oil.

Workup

  1. filtrationAfter filtration
  2. concentrationon celite and concentration
  3. customthe residue is purified by silica gel chromatography

Sources & evidence

ORD record
ord-bacc8beca9cf46a8b68434b428c0df9a
Source dataset
uspto-grants-2009_12
Patent number
US07638630B2

Reaction notes

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