HCID 67132669, compound → HCID 67418940, compound

HRID 1518193Notes

Reaction equation

HRID 1518193 reaction equation
[CH3:1][C:2]([NH:14][C:15](=[O:18])[CH2:16][CH3:17])([CH3:13])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][CH:5]=1>[Pd].CO>[NH2:10][C:7]1[CH:6]=[CH:5][C:4]([CH2:3][C:2]([NH:14][C:15](=[O:18])[CH2:16][CH3:17])([CH3:13])[CH3:1])=[CH:9][CH:8]=1

Participants

4

Reactant 1

HCID 67132669HCID 67132669, compound

Product 1

HCID 67418940HCID 67418940, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-[1,1-dimethyl-2-(4-nitro-phenyl)-ethyl]-propionamide (1 g, 4 mmol) and 10% palladium on charcoal (100 mg) in methanol (50 ml) was hydrogenated at atmospheric pressure. After filtration the solvent was evaporated and the residue dissolved in ethyl acetate. The solution was dried over MgSO4, filtered, and the solvent evaporated under reduced pressure to give the product as a yellow oil (800 mg, 91%).

Workup

  1. filtrationAfter filtration the solvent
  2. customwas evaporated
  3. dissolutionthe residue dissolved in ethyl acetate
  4. dry with materialThe solution was dried over MgSO4
  5. filtrationfiltered
  6. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-cb872b67f5fa459cabac6fdbab62c445
Source dataset
uspto-grants-2012_07
Patent number
US08232426B2

Reaction notes

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