75-00-3

535-80-8

1128-76-3

Under stirring conditions, 3-chlorobenzoic acid (1.00 mmol), chloroethane (1.20 mmol), and IL-1 (0.30 mmol) were sequentially added to a two-necked flask containing 6 mL of 50% aqueous ethanol solution. Subsequently, the temperature of the reaction system was raised to 70 °C and maintained at this temperature in a water bath. The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reactor was cooled to room temperature. The reaction mixture was diluted with 10 mL of water and extracted with ethyl acetate (3 x 5 mL). The organic phases were combined, dried over anhydrous Na2SO4 and filtered, and the filtrate was concentrated in a rotary evaporator to give ethyl m-chlorobenzoate. The catalyst was dried under vacuum at 80 °C for 6 h after removing the solvent and could be recycled for the next round of reaction. All esterification products need to be further purified by column chromatography.