Reacción #1193

Ecuación de reacción

10-(2-ethylhexyloxy)decanol

epichlorohydrin

NaOH

→

10-(2-ethylhexyloxy)decyl glycidyl ether

Rendimiento 82.6%

Disolventes

hexane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA 200-ml flask equipped with a stirrer
2. 2
   Temperaturareflux tube
3. 3
   OtroAfter the resultant reaction mixture
4. 4
   Lavadowas washed with water
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   Otrothe resultant residue was purified by column chromatography on silica gel

Procedimiento

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.

Fuente