Diethyl Ether → 2-(2-(Benzyloxy)ethyl)-1,3-dioxolane

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.

1. stirringthe mixture was stirred for 24 hours at ambient temperature
2. washthe mixture was washed with water (3×100 ml)
3. dry with materialdried with magnesium sulphate and 2-(2-benzyloxyethyl)-1,3-dioxolane
4. distillationwas distilled as a colourless oil

ORD record

ord-eb024837b17349ed9b3ad432f1d88ac4

Source dataset

uspto-grants-1996_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05531978