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

HRID 1614508Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1614508
[OH:1][CH2:2][CH2:3][CH:4]1[O:8][CH2:7][CH2:6][O:5]1.[H-].[Na+].[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(OCC)C>O1CCCC1.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:11]([O:1][CH2:2][CH2:3][CH:4]1[O:8][CH2:7][CH2:6][O:5]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

7

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-c61248f8e4b143ddada5522f16fef829
Quelldatensatz
uspto-grants-1993_03
Patentnummer
US05198208

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