HCID 57599641, compound → HCID 57599653, compound

HRID 1787542Notes

Reaction equation

HRID 1787542 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:15]([O-])=O)=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][O:13][CH3:14])[C:6]#[N:7]>[Pd].C(O)C>[NH2:15][C:4]1[C:3]([O:2][CH3:1])=[C:10]([O:11][CH2:12][O:13][CH3:14])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

Participants

4

Reactant 1

HCID 57599641HCID 57599641, compound

Product 1

HCID 57599653HCID 57599653, compoundYield 53.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To 5% palladium on activated carbon 6.00 g under argon atmosphere was added a solution of 3-methoxy-4-(methoxymethoxy)-2-nitrobenzonitrile 6.00 g (25.2 mmol) in ethanol 50 mL and stirred under hydrogen atmosphere at room temperature for 8 hours. The reaction mixture was filtrated and the filtrate was concentrated in vacuo. Silica gel chromatography (n-hexane/AcOEt=4/1) afforded the title compound 2.83 g as white solid. Yield 53.9%.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-899aa86cc1f143a3bcb3c3b76ed12120
Source dataset
uspto-grants-2009_03
Patent number
US07511041B2

Reaction notes

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