Mesityl oxide → HCID 22712656, compound

HRID 1577963Notes

Reaction equation

HRID 1577963 reaction equation
[O:1]=[C:2]([CH:4]=[C:5]([CH3:7])[CH3:6])[CH3:3].[O-:8][OH:9].[C:10]1([CH:16]([CH3:18])[CH3:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[CH3:6][C:5]([O:8][O:9][C:16]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:18])[CH3:17])([CH2:4][C:2](=[O:1])[CH3:3])[CH3:7]

Participants

3

Reactant 2

HCID 8858Mesityl oxideHCID 53627471Cumen hydroperoxide

Product 1

HCID 22712656HCID 22712656, compound

Procedure

A mixture of 3.4 g. (0.035 mole) of mesityl oxide and 1.0 g. of Amberlyst 15® sulfonic acid type ion-exchange resin was stirred at 25°-30° C., while 7.6 g. (0.050 mole) of 80% cumene hydroperoxide was added slowly. After stirring for 5 hours, the ion-exchange resin was separated by filtration, 25 ml. of pentane added and the filtrate washed with cold aqueous sodium bisulfite solution, sodium hydroxide solution and water. The pentane solution of the product was dried over anhydrous magnesium sulfate and the pentane removed under reduced pressure. The product recovered weighed 5.9 g. and was identified by its infrared spectrum.

Workup

  1. additionA mixture of 3.4 g
  2. customthe ion-exchange resin was separated by filtration, 25 ml
  3. additionof pentane added
  4. washthe filtrate washed with cold aqueous sodium bisulfite solution, sodium hydroxide solution and water
  5. dry with materialThe pentane solution of the product was dried over anhydrous magnesium sulfate
  6. customthe pentane removed under reduced pressure
  7. customThe product recovered

Sources & evidence

ORD record
ord-4dd4678846e54d2ca33d57feb56f43d3
Source dataset
uspto-grants-1981_09
Patent number
US04289914

Reaction notes

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