N-Benzyl-3-benzyloxy-2-pyridone → HCID 22339931, compound

HRID 1296529Notes

Reaction equation

HRID 1296529 reaction equation
[CH2:1]([N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14]CC2C=CC=CC=2)[C:9]1=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>CO.[Pd]>[CH2:1]([N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([OH:14])[C:9]1=[O:22])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 90335N-Benzyl-3-benzyloxy-2-pyridoneHCID 178418361HCID 178418361, compound

Product 1

HCID 22339931HCID 22339931, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Benzyl-3-benzyloxy-1H-pyridin-2-one (Ghosh etal, J. Org. Chem. 1989, 54, 5073) is dissolved in anhydrous methanol (10 mL) and to the thoroughly degassed solution is added a catalytic amount of Pd-C (0.1%). The mixture is hydrogenated under a balloon of hydrogen, until all the starting material is consumed. At the completion, the solution is filtered through Celite™. The solvent is removed in vacuo, and the residue is washed with ether, to afford the desired product.

Workup

  1. customis consumed
  2. filtrationAt the completion, the solution is filtered through Celite™
  3. customThe solvent is removed in vacuo
  4. washthe residue is washed with ether

Sources & evidence

ORD record
ord-27cce449f44c495ba6000efad56329f0
Source dataset
uspto-grants-2007_07
Patent number
US07247648B2

Reaction notes

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