Synthesis
Under stirring conditions, 2-(2-(2-methoxyethoxy)ethoxy)ethyl 4-methylbenzenesulfonate (1.0 g, 3.14 mmol) was slowly added to triethylene glycol (2.10 mL, 15.7 mmol). Subsequently, potassium hydroxide (510 mg, 9.42 mmol) was ground into a fine powder and added to the reaction system. The reaction mixture was refluxed at 100 °C for 12 hours. After completion of the reaction, the reaction mixture was diluted with deionized water (50 mL) and extracted with dichloromethane. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to afford 2,5,8,11,14,17-hexaoxanonadecan-19-ol as a yellow oil in 69% yield.
References
[1] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7499 - 7508
[2] Organic Letters, 2004, vol. 6, # 4, p. 469 - 472
[3] Patent: WO2015/143185, 2015, A1. Location in patent: Paragraph 00819
[4] Patent: WO2016/40891, 2016, A2. Location in patent: Paragraph 00316
[5] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 7, p. 2193 - 2198
