Hydrochloric Acid → Tert-butyl cumene peroxide

HRID 1607382

Reaction equation

HRID 1607382 reaction equation
Cl.[CH3:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[CH2:4].[C:11]([O:15][OH:16])([CH3:14])([CH3:13])[CH3:12]>O>[C:3]([O:16][O:15][C:11]([CH3:14])([CH3:13])[CH3:12])([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)([CH3:2])[CH3:4].[CH3:4][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[CH2:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6410tert-Butyl hydroperoxideHCID 7407Alpha-Methylstyrene

Product 2

HCID 7407Alpha-MethylstyreneYield 0.4%HCID 76997Tert-butyl cumene peroxideYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

235 g of 31% hydrochloric acid (2 moles) are metered into a mixture of 238 g of alpha-methyl styrene (2 moles) and 394 g of 80% tert.butyl hydroperoxide (3.5 moles) with stirring within 15 minutes, while the temperature of the mixture is allowed to rise from 20° C. to 35° C. Subsequently, stirring is continued for a further 2 hours at 40° C. then 250 ml water are added, the mixture is allowed to stand for 15 minutes and the aqueous phase is separated off. The organic phase is washed with 250 ml of 15% sodium hydroxide solution and twice with 500 ml of water in each case. After adding 20 g of water, the product is blown out with air at 50° C. (30 minutes). 395 g of a slightly yellowish liquid with a content of 96% tert.butyl cumyl peroxide and less than 0.4% alpha-methyl styrene are obtained. This corresponds to a yield of 91% based on the alpha-methyl styrene used.

Workup

  1. customto rise from 20° C. to 35° C
  2. stirringSubsequently, stirring
  3. waitis continued for a further 2 hours at 40° C.
  4. waitto stand for 15 minutes
  5. customthe aqueous phase is separated off
  6. washThe organic phase is washed with 250 ml of 15% sodium hydroxide solution and twice with 500 ml of water in each case
  7. additionAfter adding 20 g of water
  8. customis blown out with air at 50° C.
  9. custom(30 minutes)

Sources & evidence

ORD record
ord-b0114bd32872418eb4cf73ae7e8de2a7
Source dataset
uspto-grants-1989_09
Patent number
US04864064

Linked notes

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