Reacción #1192

ord-31b708e4b55e4146a82a5bb5a9af3de8

Ecuación de reacción

CCCCC(CC)CBr
2-ethylhexyl bromide
OCCCCCCCCCCO
1,10-decanediol
[K+].[OH-]
KOH
CCCCC(CC)COCCCCCCCCCCO
10-(2-ethylhexyloxy)decanol
Rendimiento 72.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA 1-liter flask equipped with a stirrer
  2. 2
    workup.DISTILLATIONdistilling off water
  3. 3
    Otroformed
  4. 4
    Temperaturathe resulting mixture was heated
  5. 5
    OtroAfter completion of the reaction
  6. 6
    Lavadowashed with water
  7. 7
    workup.DISTILLATIONAfter the solvent was distilled off under reduced pressure
  8. 8
    Otrothe resulting residue was purified by column chromatography on silica gel

Procedimiento

A 1-liter flask equipped with a stirrer and distiller was charged with 25 g (0.14 mol) of 1,10-decanediol, 8.09 g (0.14 mol) of KOH and 300 ml of xylene, and the resultant mixture was heated at 120° C. for 1 hour, thereby distilling off water formed. To this reaction mixture, were added 23.1 g (0.12 mol) of 2-ethylhexyl bromide, and the resulting mixture was heated and stirred for 15 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and washed with water. After the solvent was distilled off under reduced pressure, the resulting residue was purified by column chromatography on silica gel, thereby obtaining 24.8 g (yield: 72%) of 10-(2-ethylhexyloxy)decanol.

Fuente

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