tert-Butyl hydroperoxide → tert-Butyl peroxybenzoate

HRID 1913994Notes

Reaction equation

HRID 1913994 reaction equation
[C:1]([O:5][OH:6])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].[C:9](Cl)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O>[C:9]([O:6][O:5][C:1]([CH3:4])([CH3:3])[CH3:2])(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 6410tert-Butyl hydroperoxideHCID 7412Benzoyl chlorideHCID 14798Sodium Hydroxide

Product 1

HCID 11966tert-Butyl peroxybenzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

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. 1.72 kg/l·h of a 19.5% by weight solution of tert-butyl hydroperoxide and 9.5% by weight of sodium hydroxide in water and 0.49 kg/l·h of benzoyl 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water keeps the internal temperature in all reactors at 25° C. The organic phase is removed from the reaction mixture withdrawn from the third reactor, washed successively with an 8% by weight solution of sodium hydroxide in water, with a solution of 10% by weight of sodium sulphite in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. 0.61 kg/l·h of tert-butyl peroxybenzoate is obtained (89.9% based on benzoyl 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. customThe organic phase is removed from the reaction mixture
  5. customwithdrawn from the third reactor
  6. washwashed successively with an 8% by weight solution of sodium hydroxide in water, with a solution of 10% by weight of sodium sulphite in water
  7. dry with materialwith demineralized water, and then dried with calcium chloride
  8. customis obtained (89.9% based on benzoyl chloride)

Sources & evidence

ORD record
ord-e25cd3918fa04b3f9aa40639abd53caa
Source dataset
uspto-grants-2013_12
Patent number
US08609883B2

Reaction notes

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