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| 2-Acetyloxyethylamine (6). A 10.0 g portion of 2-hydroxyethylamine hydrochloride was placed in a 500 mL flask, followed by addition of 7.5 mL of acetic acid and 30 mL of acetyl chloride. The reactants were stirred, and occurrence of reaction was evident by evolution of heat. The reaction mixture was cooled by immersing the flask in ice-water, as needed. The reaction was stirred at room temperature overnight, and the excess acetyl chloride and acetic acid were removed under vacuum. The product was crystallized from absolute ethanol, and crystals were collected and dried with heat (70-80 °C) to collect pure 6 (12.35 g, yield 86.25%). 1H NMR (300 MHz, DMSO-d6) δ 8.34 (s, 3H, NH3+), 4.20 (t, J = 5.2 Hz, 2H, CH2), 3.03 (t, J = 5.3 Hz, 2H, CH2), 2.04 (s, 3H, CH3). |
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