Hydrogen Peroxide → 2-Octanol, 1-hydroperoxy-

HRID 719058Notes

Reaction equation

HRID 719058 reaction equation
OO.C([OH:7])(C)(C)C.C=CCCCCCC.[O:16]([CH:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][OH:20])O>[W].C(OC)(C)(C)C>[O:20]([CH2:19][CH:18]([OH:16])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[OH:7]

Participants

7

Conditions

Temperature
50 °C

Procedure

To a 50 mL flask equipped with a magnetic stirrer and a refluxing condensing tube were added 300 mg of the tungsten-containing mesoporous silicate prepared in Example 2, 760 mg of 60% by weight aqueous hydrogen peroxide solution, 3 g of tert-butanol and 500 mg of 1-octene, and the mixture was stirred and maintained at an inner temperature of 50° C. for 16 hours to react these materials. To the resulting reaction mixture was added 5 g of methyl tert-butyl ether, and the mixture was stirred, and allowed to stand. The supernatant organic layer was analyzed by LC, and it was found that 2-hydroperoxy-1-hydroxyoctane and 1-hydroperoxy-2-hydroxyoctane were produced. When the organic layer was analyzed by GC, 2-hydroperoxy-1-hydroxyoctane and 1-hydroperoxy-2-hydroxyoctane were thermally decomposed at an injection inlet, and detected as 1-heptanal. Then, the yield of 1-heptanal was determined by GC analysis (internal standard method), and this was regarded as the yield of 2-hydroperoxy-1-hydroxyoctane and 1-hydroperoxy-2-hydroxyoctane. Yield: 42%

Workup

  1. customTo a 50 mL flask equipped with a magnetic stirrer
  2. customa refluxing condensing tube
  3. customto react these materials
  4. customTo the resulting reaction mixture
  5. stirringthe mixture was stirred

Sources & evidence

ORD record
ord-91f846d116934ed5ba34016083d90089
Source dataset
uspto-grants-2006_11
Patent number
US07132092B2

Reaction notes

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