Reacción #1216

ord-336388df5b80425486bbf74ea75cd7c9

Ecuación de reacción

C=CC(O)CCCCCCCCCC
1-tridecen-3-ol
O=C(OO)c1cccc(Cl)c1
m-chloroperbenzoic acid
c1ccccc1
benzene
CCCCCCCCCCC(O)C1CO1
1,2-epoxy-3-tridecanol
Rendimiento 74.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723497uspto-grants-1998_03