2-Methoxy-1-nitro-4-propoxybenzene → 2-Methoxy-4-propoxyaniline

HRID 1470743Notes

Reaction equation

HRID 1470743 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH2:10][CH2:11][CH3:12])[CH:6]=[CH:5][C:4]=1[N+:13]([O-])=O.[H][H]>CCOC(C)=O.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH2:10][CH2:11][CH3:12])[CH:6]=[CH:5][C:4]=1[NH2:13]

Participants

5

Reactant 2

HCID 671254472-Methoxy-1-nitro-4-propoxybenzeneHCID 178418361HCID 178418361, compound

Product 1

HCID 636778052-Methoxy-4-propoxyaniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1.40 g (6.63 mmol) 2-Methoxy-1-nitro-4-propoxybenzene in 20 mL EtOAc is charged with 100 mg Pd/C (5%) and hydrogenated at rt with a hydrogen pressure of 50 psi. The mixture is filtered and the solvent is removed in vacuo. The crude product is used without further purification.

Workup

  1. filtrationThe mixture is filtered
  2. customthe solvent is removed in vacuo
  3. customThe crude product is used without further purification

Sources & evidence

ORD record
ord-6715a7cc079b4e02b2b5dfba75a055d9
Source dataset
uspto-grants-2015_04
Patent number
US09006450B2

Reaction notes

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