1-(4-Methoxy-3-nitrophenyl)propan-2-one → 3-Amino-4-methoxyphenylacetone

HRID 2179890Notes

Reaction equation

HRID 2179890 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[O:12])[CH3:11])=[CH:5][C:4]=1[N+:13]([O-])=O>[Pd].C(O)C>[NH2:13][C:4]1[CH:5]=[C:6]([CH2:9][C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 224889771-(4-Methoxy-3-nitrophenyl)propan-2-one

Product 1

HCID 207479003-Amino-4-methoxyphenylacetoneYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The mixture of compound 10 (3.0 g, 14.3 mmol) and 10% palladium on carbon (1.6 g) in ethanol (230 ml) was stirred under hydrogen for 3 hours. Filtration of the catalyst and evaporation of solvent gave desired product 11 (2.41 g, 94%).

Workup

  1. filtrationFiltration of the catalyst and evaporation of solvent

Sources & evidence

ORD record
ord-d3e420440800475dbf88c7b2e28ae43e
Source dataset
uspto-grants-2005_05
Patent number
US06887867B2

Reaction notes

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