Reaction #1216

Reaction equation

1-tridecen-3-ol

m-chloroperbenzoic acid

benzene

→

1,2-epoxy-3-tridecanol

Yield 74.0%

Solvents

hexane

Conditions

Workup

1. 1
   OtherA 500-ml flask equipped with a stirrer
2. 2
   OtherSolids deposited were separated by filtration
3. 3
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
4. 4
   OtherThe resultant residue was purified by column chromatography on silica gel

Procedure

A 500-ml flask equipped with a stirrer was charged with 23.8 g (0.12 mol) of 1-tridecen-3-ol, 25.0 g (0.145 mol) of m-chloroperbenzoic acid and 250 ml of benzene, and the contents were stirred at room temperature for 48 hours. After completion of the reaction, 200 ml of hexane. Solids deposited were separated by filtration, and the solvent was distilled off under reduced pressure. The resultant residue was purified by column chromatography on silica gel, thereby obtaining 19.0 g (yield: 74%) of 1,2-epoxy-3-tridecanol.

Source