Hydrogen Peroxide → 4-Piperidinol, 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethyl-

HRID 1276648Notes

Reaction equation

HRID 1276648 reaction equation
OO.[OH:3][CH:4]1[CH2:9][C:8]([CH3:11])([CH3:10])[N:7]([OH:12])[C:6]([CH3:14])([CH3:13])[CH2:5]1.[C:15]([OH:19])([CH3:18])([CH3:17])[CH3:16]>O>[OH:3][CH:4]1[CH2:9][C:8]([CH3:10])([CH3:11])[N:7]([O:12][CH2:16][C:15]([OH:19])([CH3:18])[CH3:17])[C:6]([CH3:14])([CH3:13])[CH2:5]1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 53951,4-Dihydroxy-2,2,6,6-tetramethylpiperidineHCID 6386tert-Butanol

Product 1

HCID 68508284-Piperidinol, 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethyl-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
40 °C

Procedure

A solution of 50% aqueous hydrogen peroxide is added at a rate of approximately 100 mmol per hour and, simultaneously, a solution of 17.2 g (100 mmol) of 4-hydroxy-1-oxyl-2,2,6,6-tetramethylpiperidine dissolved in 40-45 mL of water is added at a rate of 35-50mmol per hour to a mixture of metal salt, acid if used, 25 mL of water and 200 mL of tert-butyl alcohol maintained at 35-45° C. The reaction mixture is maintained at 35-45° C. after all reactants are added, and in some cases the reaction mixture is stirred overnight at room temperature. The reaction is monitored by gas chromatography. Results are tabulated below.

Workup

  1. additionis added at a rate of 35-50mmol per hour to a mixture of metal salt, acid
  2. additionare added
  3. customResults

Sources & evidence

ORD record
ord-936337ac363f4f77a21cfe4770f4ca53
Source dataset
uspto-grants-2000_12
Patent number
US06166212

Reaction notes

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