Ethyl Acetate → HCID 12017936, compound

HRID 1826068Notes

Reaction equation

HRID 1826068 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH3:14])C(OC)=O)=[CH:5][C:4]=1[N+:15]([O-])=O.[C:18]([O:21][CH2:22]C)(=[O:20])C>[Pd].C(O)C>[NH2:15][C:4]1[CH:5]=[C:6]([CH2:9][CH2:14][C:18]([O:21][CH3:22])=[O:20])[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 22139989HCID 22139989, compound

Product 1

HCID 12017936HCID 12017936, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Methyl 4-methoxy-3-nitrophenylpropanoate (2.70 g, 11.3 mmol), 10% palladium on carbon (200 mg) and a mixed solvent (100 mL) of ethyl acetate with ethanol (1:1 v/v) were mixed and hydrogenation was carried at an initial pressure of 294.3 kPa. After completion of the hydrogenation, the catalyst was removed by filtration and the filtrate was concentrated to obtain 2.35 g (95%) of the title compound as a yellow oily product.

Workup

  1. customAfter completion of the hydrogenation, the catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6cd795bfcd6d46e49cf0506d83a5c0d0
Source dataset
uspto-grants-2006_05
Patent number
US07049342B2

Reaction notes

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