Hydrogen Peroxide → 2-Methyl-2-(3-nitrophenyl)propanamide

HRID 1487112Notes

Reaction equation

HRID 1487112 reaction equation
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1)([CH3:5])[C:3]#[N:4].[OH-:15].[K+].OO>CC(O)C.[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[CH3:5][C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=1)([CH3:1])[C:3]([NH2:4])=[O:15]

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 14797Potassium HydroxideHCID 155413242-Methyl-2-(3-nitrophenyl)propanenitrile

Product 1

HCID 671059682-Methyl-2-(3-nitrophenyl)propanamide

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 3776IsopropanolSolvent

Conditions

Temperature
75 °C

Procedure

To a solution of 2-methyl-2-(3-nitrophenyl)propanenitrile (1.5 g, 7.89 mmol) in 2-propanol was added benzyltriethyl ammonium chloride (0.054 g, 0.237 mmol) and 25% aq. KOH solution (5.0 ml). Resulting solution was stirred for 5 min. and H2O2 (2.5 ml, 30% aq. solution) was added (slow addition). Reaction mixture was heated at 75° C. for 4 hr. Solvent was evaporated under vacuum and residue was suspended in water (200 ml). Precipitate was filtered and dried to obtain 2-methyl-2-(3-nitrophenyl)propanamide (0.98 gm).

Workup

  1. addition(slow addition)
  2. customReaction mixture
  3. customSolvent was evaporated under vacuum and residue
  4. filtrationPrecipitate was filtered
  5. customdried

Sources & evidence

ORD record
ord-85289763694e411aa207d620732d25fc
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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