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General procedure for the synthesis of methyl 4-(difluoromethoxy)-3-iodobenzoate from difluoroiodomethane and methyl 4-hydroxy-3-iodobenzoate: a cold solution of difluoroiodomethane (5.0 g, 28.0 mmol) dissolved in DMF (15 mL) was slowly added to a stirring solution of potassium carbonate (5.2 g, 37.4 mmol) and methyl 4-hydroxy-3-iodobenzoate (5.4 g, 18.7 mmol) in DMF (65 mL) under the protection of nitrogen gas at 0 °C. methyl iodobenzoate (5.4 g, 97% purity, 18.7 mmol) in a solution of DMF (65 mL). The reaction mixture was stirred at 0 °C for 30 min and then continued to be stirred at room temperature for 2.5 hours. Upon completion of the reaction, solid impurities were removed by filtration and the filtrate was concentrated to give a semi-solid residue. This residue was purified by silica gel column chromatography (eluent EtOAc/hexane, ratio 15/85) to give the final white solid product methyl 4-(difluoromethoxy)-3-iodobenzoate (5.0 g, 81% yield).

[1] Patent: WO2009/143404, 2009, A1. Location in patent: Page/Page column 145
[2] Patent: WO2010/124047, 2010, A1. Location in patent: Page/Page column 58-59