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

HRID 1913990Notes

Reaction equation

HRID 1913990 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 Hydroxide2×HCID 14798Sodium Hydroxide2×HCID 62493Pivaloyl chlorideHCID 76962tert-Amyl hydroperoxide2×

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent6×

Procedure

The reaction is effected in a reactor arrangement of a first reactor of type E with a downstream reactor of type C. Before the start of the reaction, the first reactor is filled with a solution of 23.1% by weight of tert-amyl hydroperoxide, 9.9% by weight of potassium hydroxide and 8.3% by weight of sodium hydroxide in water. 20.2 kg/h of a solution of 88% by weight of tert-amyl hydroperoxide in water, 15.8 kg/h of a solution of 45% by weight of potassium hydroxide in water, 12.2 kg/h of a solution of 50% by weight of sodium hydroxide in water, 24.4 kg/h of water and 18.0 kg/h of pivaloyl chloride are then fed to the first reactor. Cooling with cooling water keeps the internal temperature in the first reactor at 18° C. and in the second reactor at 10° C. The reaction mixture withdrawn from the second reactor is mixed with 8.8 kg/h of isododecane and the organic phase is removed.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 a 1% by weight solution of sodium hydrogencarbonate in water, and then dried by stripping in a packed column at 20° C. and 45 mbar. 35.0 kg/h of a 75% by weight solution of tert-amyl peroxypivalate in isododecane are obtained (93.5% based on pivaloyl chloride). The space-time yield is 2.82 kg/l·h.

Workup

  1. customThe reaction is effected in a reactor
  2. customBefore the start of the reaction
  3. customat 18° C.
  4. customat 10° C
  5. customThe reaction mixture withdrawn from the second reactor
  6. additionis mixed with 8.8 kg/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 a 1% by weight solution of sodium hydrogencarbonate in water, and then dried
  10. customby stripping in a packed column at 20° C.

Sources & evidence

ORD record
ord-3ed2835631ec473eb7307e8fd1490f12
Source dataset
uspto-grants-2013_12
Patent number
US08609883B2

Reaction notes

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