Reacción #1820957

Ecuación de reacción

Diethyl ether

benzyl bromide

Sodium hydride

2-(2-Hydroxyethyl)-1,3-dioxolane

→

2-(2-Benzyloxyethyl)-1,3-dioxolane

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred for 24 hours at ambient temperature
2. 2
   Lavadothe mixture was washed with water (3×100 ml)
3. 3
   Secadodried with magnesium sulphate and 2-(2-benzyloxyethyl)-1,3-dioxolane
4. 4
   workup.DISTILLATIONwas distilled as a colourless oil

Procedimiento

2-(2-Hydroxyethyl)-1,3-dioxolane (7.0 g, 58.3 mmol) was dissolved in dried tetrahydrofuran (distilled from sodium) (200 ml). Sodium hydride (2.0 g, 66.7 mmol, 80%) was added and the mixture was stirred at ambient temperature until gas evolution was completed. Tetrabutylammonium iodide (0.22 g, 0.6 mmol) and benzyl bromide (9.7 g, 56.8 mmol) were added, and the mixture was stirred for 24 hours at ambient temperature. Diethyl ether (100 ml) was added and the mixture was washed with water (3×100 ml), dried with magnesium sulphate and 2-(2-benzyloxyethyl)-1,3-dioxolane was distilled as a colourless oil. Yield 9.3 g (75%) b.p. 75°-78° C. (0.02 mm Hg). The structure was confirmed by 1H NMR and 13C NMR.

Fuente