2-(2-Bromoethyl)-1,3-dioxane synthesis
- Product Name:2-(2-Bromoethyl)-1,3-dioxane
- CAS Number:33884-43-4
- Molecular formula:C6H11BrO2
- Molecular Weight:195.05
107-02-8
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33884-43-4
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Yield:33884-43-4 83%
Reaction Conditions:
with hydrogen bromide in 1,4-dioxane at 5 - 20; for 0.5 h;
Steps:
Typical procedure for the preparation of 2-(2-bromoalkyl)-1,3-dioxolanes with HBr/1,4-dioxane (1c)
General procedure: To a mixture of acrolein (90%, 374 mg, 6.0 mmol), ethylene glycol(460 mg, 7.4 mmol) in 1,4-dioxane (5 mL), 1c (17%, 4.0 g,8.4 mmol) was added at 5 C. The mixture was then warmed to room temperature for 30 min with stirring. The resulting mixture was quenched with saturated aq. NaHCO3 (20 mL) and extracted with diethyl ether (15 mL 3). The combined organic layer was washed with brine (25 mL 3), dried over Na2SO4 (10 g) and concentrated in vacuo. The crude residue was purified by column chromatography on florisil (eluent: pentane) to afford 10a (890 mg, 82%) as a colourless liquid.
References:
Nishio, Yuya;Mifune, Ryota;Sato, Taisuke;Ishikawa, Shin-ich;Matsubara, Hiroshi [Tetrahedron Letters,2017,vol. 58,# 12,p. 1190 - 1193]
