Hydrogen Peroxide → 5-Methyl-1-(propan-2-yl)-1,2-dihydro-3H-pyrazol-3-one

HRID 1174491Notes

Reaction equation

HRID 1174491 reaction equation
[CH3:1][CH:2]([N:4]1[CH:8]([CH3:9])[CH2:7][C:6](=[O:10])[NH:5]1)[CH3:3].OO.O.[OH-].[Na+]>C(O)(=O)C>[CH3:1][CH:2]([N:4]1[C:8]([CH3:9])=[CH:7][C:6](=[O:10])[NH:5]1)[CH3:3]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14798Sodium HydroxideHCID 576420605-Methyl-1-(propan-2-yl)pyrazolidin-3-one

Product 1

HCID 576420625-Methyl-1-(propan-2-yl)-1,2-dihydro-3H-pyrazol-3-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
22.5 °C

Procedure

1-(1-methylethyl)-5-methyl-3-pyrazolidinone (390 g; 2.74 mol) is dissolved in acetic acid (170 ml) with warming. 35% aqueous hydrogen peroxide (260 ml; 3.0 mol) is added within 3 h while keeping the temperature at about 65° C. The reaction mixture is then stirred at about 20 to 25° C. for 15 h. Water (1.2 L) is then added and the pH of the mixture is adjusted to about 7 by means of addition of approx. 1 L 50%-weight aqueous sodium hydroxide solution. Upon cooling to 5° C. the reaction mixture is filtered. The product is washed with water and dried at about 50° C. Colourless crystals are obtained.

Workup

  1. temperaturewith warming
  2. customat about 65° C
  3. temperatureUpon cooling to 5° C. the reaction mixture
  4. filtrationis filtered
  5. washThe product is washed with water
  6. customdried at about 50° C
  7. customColourless crystals are obtained

Sources & evidence

ORD record
ord-1d09ab46f2f64c3f86fe2a5481c7f279
Source dataset
uspto-grants-2010_11
Patent number
US07838500B2

Reaction notes

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