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-de7b33f569bc48e9b1e4c77f0a41920f

Source dataset

uspto-grants-1995_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05419893