477781-69-4

86259-87-2

124-63-0

477781-69-4

1. To a stirred mixture of 1-phenyl-2,5,8,11-tetraoxatridecan-13-ol (45.1 g, 159 mmol) and triethylamine (62.2 g, 636 mmol) in dichloromethane (800 mL) at 0 °C was slowly added methanesulfonyl chloride (36.4 g, 318 mmol). 2. After addition, the reaction mixture was stirred at room temperature overnight. 3. Upon completion of the reaction, the reaction was quenched with 1N HCl (300 mL) and then extracted with ethyl acetate. 4. The organic phases were combined, dried over magnesium sulfate, concentrated to dryness, and purified by fast chromatography to afford 1-benzyloxytrioxaundecanemethanesulfonate (56.2 g, 98%) as a clear oil. 1H NMR (400MHz, CDCl3) δ 7.25-7.32 (m, 5H), 4.54 (s, 2H), 4.32-4.34 (m, 2H), 3.71-3.73 (m, 2H), 3.59-3.66 (m, 12H), 3.03 (s, 3H).