Synthesis of compound 2: To a stirred solution of dimethyl dodecanedioate 1 (200 g, 774.65 mmol) in a mixed solvent of diethyl ether and acetonitrile, potassium hydroxide (891.4 mmol) dissolved in methanol was slowly added, keeping the reaction temperature between 0-5°C for 1 hour. Subsequently, the reaction mixture was continued to be stirred at the same temperature for 48 hours. Upon completion of the reaction, the white solid in the reaction mixture was filtered using a sintered funnel and washed with diethyl ether (100 mL) followed by suction drying for 3 hours. The resulting white solid was dissolved in water (500 mL), acidified to pH 3-4 with 1N hydrochloric acid solution, filtered to collect the precipitated white solid and washed with water (50 mL x 2). Finally, the product was air-dried in air for 1 day and then dried in the presence of phosphorus pentoxide to give monomethyl dodecanedioate 2 (166 g, 88% yield) as a white powder.
[1] Patent: WO2014/25805, 2014, A1. Location in patent: Page/Page column 33
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 16, p. 4253 - 4256
[3] Chemische Berichte, 1983, vol. 116, # 2, p. 761 - 776
[4] Helvetica Chimica Acta, 2005, vol. 88, # 9, p. 2470 - 2478
[5] Synthesis, 2010, # 7, p. 1150 - 1158