Methanol (5 mL) was cooled to 0°C under nitrogen protection and acetyl chloride (0.4 mL, 5.63 mmol) was added slowly and dropwise. After stirring the reaction for 10 min, 3-(4-iodophenyl)propionic acid (498 mg, 1.80 mmol) was slowly added. The reaction mixture was stirred at room temperature for VA h and subsequently concentrated under vacuum. The concentrate was redissolved in methanol and concentrated again to give 512 mg (98% yield) of pure white solid product methyl 3-(4-iodophenyl)propionate. Thin layer chromatography (TLC) Rf value was 0.39 (unfolding agent ratio: ethyl acetate:hexane = 1:4). Nuclear magnetic resonance hydrogen spectrum (1H NMR, CDCl3) δ 7.61-7.59 (m, 2H), 6.97-6.94 (m, 2H), 3.66 (s, 3H), 2.92-2.87 (t, 2H, J=7.5 Hz), 2.63-2.58 (t, 2H, J=7.5 Hz). Nuclear magnetic resonance carbon spectrum (13C NMR, CDCl3) δ 173.0, 140.1, 137.5, 130.4, 91.4, 51.7, 35.4, 30.4. electron bombardment mass spectrum (EI-MS) m/z 290.0 (MH+).
