HCID 54222676, compound → HCID 28689661, compound

HRID 1833834Notes

Reaction equation

HRID 1833834 reaction equation
[CH:1]([NH:4][C:5](=[O:16])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=1)([CH3:3])[CH3:2]>C(O)C.[Ni]>[CH:1]([NH:4][C:5](=[O:16])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[CH:8]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 54222676HCID 54222676, compound

Product 1

HCID 28689661HCID 28689661, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

22.2 g (0.1 mol) of 3-nitrophenyl-acetic acid isopropylamide were dissolved in 150 ml of ethanol and hydrogenated under a hydrogen pressure of 40-50 atmospheres in the presence of Raney nickel at 50°-60° C. When the reaction had finished, the catalyst was filtered off, the filtrate was concentrated by evaporation under reduced pressure and the residue which remained was recrystallized from petroleum ether. 17.5 g (91% of theory) of 3-amino-phenylacetic acid isopropyl-amide of melting point 93°-95° C were obtained.

Workup

  1. customat 50°-60° C
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated by evaporation under reduced pressure
  4. customthe residue which remained was recrystallized from petroleum ether

Sources & evidence

ORD record
ord-671369a09bb04f098f32d5b460fb0ae4
Source dataset
uspto-grants-1978_01
Patent number
US04067726

Reaction notes

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