Potassium Hydroxide → Propaneperoxoic acid, 2,2-dimethyl-, 1,1-dimethylpropyl ester

HRID 1913989Notes

Reaction equation

HRID 1913989 reaction equation
[C:1]([O:6][OH:7])([CH2:4][CH3:5])([CH3:3])[CH3:2].[OH-].[K+].[OH-].[Na+].[C:12](Cl)(=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]>O>[C:12]([O:7][O:6][C:1]([CH2:4][CH3:5])([CH3:3])[CH3:2])(=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]

Participants

6

Reactant 4

HCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 62493Pivaloyl chlorideHCID 76962tert-Amyl hydroperoxide

Product 1

HCID 121798Propaneperoxoic acid, 2,2-dimethyl-, 1,1-dimethylpropyl ester

Reagents, catalysts & solvents 1

HCID 962WaterSolvent4×

Procedure

The reaction is effected in a reactor arrangement of a first reactor of type D with two reactors of type B connected downstream in series. 0.26 kg/l·h of an 88% by weight solution of tert-amyl hydroperoxide in water, 0.47 kg/l·h of a 25% by weight solution of potassium hydroxide in water, 0.50 kg/l·h of a 25% by weight solution of sodium hydroxide in water and 0.26 kg/l·h of pivaloyl chloride are fed to the first reactor. The metering rates are based on the total volume of the reactor arrangement in litres. Cooling with cooling water keeps the internal temperature in the first reactor at 25° C. and in the two downstream reactors at 15° C. The reaction mixture withdrawn from the third reactor is mixed with 0.79 kg/l·h of demineralized water and 0.08 kg/l·h of isododecane, and the organic phase is removed. The organic phase is washed successively with an 8% by weight solution of sodium hydroxide in water, with a solution of 10% by weight of sodium sulphite in water comprising acetic acid and with demineralized, water, and then dried with calcium chloride. 0.42 kg/l·h of a 75% by weight solution of tert-amyl peroxypivalate in isododecane is obtained (80.6% based on pivaloyl chloride).

Workup

  1. customThe reaction is effected in a reactor
  2. customarrangement of a first reactor of type D with two reactors of type B connected downstream in series
  3. customat 25° C.
  4. customat 15° C
  5. customThe reaction mixture withdrawn from the third reactor
  6. additionis mixed with 0.79 kg/l·h of demineralized water and 0.08 kg/l·h of isododecane
  7. customthe organic phase is removed
  8. washThe organic phase is washed successively with an 8% by weight solution of sodium hydroxide in water, with a solution of 10% by weight of sodium sulphite in water
  9. dry with materialwith demineralized, water, and then dried with calcium chloride
  10. customis obtained (80.6% based on pivaloyl chloride)

Sources & evidence

ORD record
ord-78dbe773a7634f789f46aaedda0d0209
Source dataset
uspto-grants-2013_12
Patent number
US08609883B2

Reaction notes

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