Ethyl 2-(4-nitrophenyl)propionate → Ethyl 2-(4-aminophenyl)propanoate

HRID 660344Notes

Reaction equation

HRID 660344 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH:5]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1)[CH3:6])[CH3:2]>C1COCC1.CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:16])[CH:5]([C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=1)[CH3:6])[CH3:2]

Participants

5

Reactant 1

HCID 3016550Ethyl 2-(4-nitrophenyl)propionate

Product 1

HCID 118009Ethyl 2-(4-aminophenyl)propanoate

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2 (6.7 g, 1 mmol) in THF (100 ml) and EtOH (100 ml) is slowly added 10% Pd/C (680 mg) at room temperature. The reaction mixture is hydrogenated for 24 h with H2 balloon at room temperature. The mixture is filtered through celite pad and washed with EtOH. The filtrate is concentrated in vacuo.

Workup

  1. customat room temperature
  2. filtrationThe mixture is filtered through celite pad
  3. washwashed with EtOH
  4. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-6d15a890ea324e31932f085a3351b5b3
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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