2-Methyl-2-(4-nitrophenoxy)propanamide → 2-(4-Aminophenoxy)-2-methylpropanamide

HRID 1947586Notes

Reaction equation

HRID 1947586 reaction equation
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([O:8][C:9]([CH3:14])([CH3:13])[C:10]([NH2:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]([CH3:14])([CH3:13])[C:10]([NH2:12])=[O:11])=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 123215222-Methyl-2-(4-nitrophenoxy)propanamide

Product 1

HCID 575629072-(4-Aminophenoxy)-2-methylpropanamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(4-Nitrophenoxy)-2-methylpropanamide (51) was dissolved in methanol (50 mL) and to the solution was added 10% Pd—C (500 mg). The reaction mixture was reacted under hydrogen atmosphere (40 psi) for 1 hour. The catalyst was then filtered off over Celite. The filtrate was evaporated under reduced pressure to give 2-(4-aminophenoxy)-2-methylpropanamide as a white solid (52).

Workup

  1. customThe reaction mixture was reacted under hydrogen atmosphere (40 psi) for 1 hour
  2. filtrationThe catalyst was then filtered off over Celite
  3. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-fdf35d073f4b402b885d868288f554d1
Source dataset
uspto-grants-2013_03
Patent number
US08399472B2

Reaction notes

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