14258-40-3

To a stirred solution of 2-(2-chloroethoxy)ethan-1-ol (20.0 g, 160 mmol) in anhydrous dichloromethane (50 mL) was added triethylamine (Et3N, 33.4 mL, 176 mmol) and stirred at room temperature for 10 minutes. The reaction mixture was cooled to 0 °C and a dichloromethane (50 mL) solution of acetic anhydride (16.6 mL, 240 mmol) was added dropwise. Subsequently, the reaction mixture was warmed to room temperature and stirring was continued for 3 hours. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by column chromatography using 40% ethyl acetate/hexane as eluent to give 2-chloroethoxyethyl acetate. Yield: 17.5 g, 88%; 1H NMR (400 MHz, DMSO-d6) δ 4.12 (t, J = 4.5 Hz, 2H), 3.75-3.60 (m, 6H), 2.02 (s, 3H).

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