Reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].ClCCl.[OH:14]O>O.[O-2].[O-2].[Mn+4]>[CH2:1]1[O:14][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]Participants
7
Reactant 3
Product 1
Reagents, catalysts & solvents 3
Procedure
In a 25 mL scintillation vial equipped with a magnetic stirrer, 1-decene (1.41 g, 10 mmol) was placed followed by addition of 4 mL dichloromethane. To this solution was added BTSP (2.8 g, 15 mmol). The vial was immersed into ice/water bath. After 5 minutes Re2O7 (24 mg, 0.05 mmol)5 was added followed by 10 μL of water. The reaction turned bright yellow and was allowed to warm up to room temperature and stirred for 14 h. Upon completion, water (3 drops) was added followed by manganese dioxide (ca. 5 mg) in order to decompose the remaining H2O2. The destruction of H2O2 was evident by the disappearance of yellow color. The mixture was then dried over Na2SO4. Concentration afforded 1-decene oxide (1.48 g, 94% yield) of a colorless oil.
Workup
- customIn a 25 mL scintillation vial equipped with a magnetic stirrer
- additionTo this solution was added BTSP (2.8 g, 15 mmol)
- customThe vial was immersed into ice/water bath
- customThe destruction of H2O2
- dry with materialThe mixture was then dried over Na2SO4
- concentrationConcentration
Sources & evidence
- ORD record
- ord-6a4c29db4f9847e09dddbc803b75e053
- Source dataset
- uspto-grants-2001_08
- Patent number
- US06271400B1
Linked notes
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