Mesityl oxide → 2-Methyl-2-(1,1,3,3-tetramethylbutylperoxy)-4-pentanone

HRID 1577961Notes

Reaction equation

HRID 1577961 reaction equation
[O:1]=[C:2]([CH:4]=[C:5]([CH3:7])[CH3:6])[CH3:3].[CH3:8][C:9]([O:16][OH:17])([CH3:15])[CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12]>>[CH3:6][C:5]([O:17][O:16][C:9]([CH3:15])([CH3:8])[CH2:10][C:11]([CH3:14])([CH3:13])[CH3:12])([CH2:4][C:2](=[O:1])[CH3:3])[CH3:7]

Participants

3

Reactant 2

HCID 8858Mesityl oxideHCID 798771,1,3,3-Tetramethylbutyl hydroperoxide

Product 1

HCID 205704772-Methyl-2-(1,1,3,3-tetramethylbutylperoxy)-4-pentanone

Conditions

Temperature
25 °C

Procedure

A mixture of 49 g (0.50 mole) of mesityl oxide and 10 g of Amberlyst 15® sulfonic acid type ion-exchange resin was stirred at 0°-5° C., while 78 g (0.45 mole) of 84% 1,1,3,3-tetramethylbutyl hydroperoxide was added slowly. The reaction mixture was allowed to warm to 25° C. and the stirring continued for 16 hours. The ion-exchange resin was separated by filtration. Iodometric assay showed that substantially all of the hydroperoxide had reacted. The infrared spectrum and G.L.C. showed the presence of the desired product.

Workup

  1. additionwas added slowly
  2. customThe ion-exchange resin was separated by filtration
  3. customhad reacted

Sources & evidence

ORD record
ord-fb04a607173249e9afb9ef2a40493b4b
Source dataset
uspto-grants-1981_09
Patent number
US04289914

Reaction notes

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