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2-(2-Bromoethoxy)propane To a 2 neck flask equipped with a reflux condenser, magnetic stir bar and a septum was added 2-isopropoxyethanol (2 mL, 17.34 mmol). Phosphorous tribromide (0.52 mL, 5.45 mmol) was added dropwise via syringe. The reaction temperature increased and a slight reflux occurred. The reaction was stirred at room temperature under argon for 24 hours, quenched with water and extracted with hexane. The organic layer was dried over magnesium sulfate and concentrated to provide 1 g (34percent) of the product as a colorless oil. 1H NMR (CDCl3) δ 3.78 (t, 2H); 3.61 (m,1H); 3.42 (t, 2H); 1.18 (d, 6H).
Reference：
[1] Patent: US2007/219212, 2007, A1, . Location in patent: Page/Page column 21
[2] Journal of the American Chemical Society, 1934, vol. 56, p. 127
[3] Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre, 1940, vol. 185, p. 91
[4] Chemistry - A European Journal, 2017, vol. 23, # 5, p. 1007 - 1012
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