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

HRID 1626898Notes

Reaction equation

HRID 1626898 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-5956188c68294bb7b8ebc555e3fd7a7b
Source dataset
uspto-grants-2014_07
Patent number
US08785474B2

Reaction notes

Loading…