Реакция #1193

ord-aca60743900142f7968a0bb1a46a2668

Уравнение реакции

CCCCC(CC)COCCCCCCCCCCO
10-(2-ethylhexyloxy)decanol
ClCC1CO1
epichlorohydrin
[Na+].[OH-]
NaOH
CCCCC(CC)COCCCCCCCCCCOCC1CO1
10-(2-ethylhexyloxy)decyl glycidyl ether
Выход 82.6%

Растворители

Условия реакции

Температура
40°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеA 200-ml flask equipped with a stirrer
  2. 2
    Температураreflux tube
  3. 3
    ДругоеAfter the resultant reaction mixture
  4. 4
    Промывкаwas washed with water
  5. 5
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure
  6. 6
    Другоеthe resultant residue was purified by column chromatography on silica gel

Методика

A 200-ml flask equipped with a stirrer, reflux tube and dropping funnel was charged with 24.8 g (87 mmol) of 10-(2-ethylhexyloxy)decanol, 17.7 g (0.191 mol) of epichlorohydrin, 1.4 g (4.4 mmol) of tetrabutylammonium bromide and 25 ml of hexane. While stirring the mixture at 40° C., 29.2 g (0.35 mol) of a 48% aqueous solution of NaOH were added dropwise over 3 hours. After completion of the dropping, the stirring was continued further for 2 hours at 40° C. After the resultant reaction mixture was washed with water, and the solvent was distilled off under reduced pressure, the resultant residue was purified by column chromatography on silica gel, thereby obtaining 24.6 g (yield: 82.6%) of 10-(2-ethylhexyloxy)decyl glycidyl ether.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723497uspto-grants-1998_03