Reaction #806240

Reaction equation

2-hydroperoxy-1-hydroxyoctane

hydrogen peroxide

tert-butanol

1-octene

→

1-hydroperoxy-2-hydroxyoctane

Yield 42.0%

Solvents

methyl tert-butyl ether

Conditions

Workup

1. 1
   OtherTo a 50 mL flask equipped with a magnetic stirrer
2. 2
   Othera refluxing condensing tube
3. 3
   Otherto react these materials
4. 4
   OtherTo the resulting reaction mixture
5. 5
   workup.STIRRINGthe mixture was stirred

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%

Source