2-[2-(BENZYLOXY)ETHOXY]ETHANOL

100-44-7

111-46-6

2050-25-1

GENERAL METHOD: Dioxane (15 mL), benzyl chloride (25 mmol) and tetrabutylammonium bromide (0.4 g, 1.2 mmol) were sequentially added to a reaction flask, followed by addition of the mixture to a solution of diethylene glycol (75-125 mmol) containing KOH (1.6 g, 27.5 mmol). The reaction system was heated to 100-105 °C and the reaction was continuously stirred for 5-10 hours. Upon completion of the reaction, the reaction mixture was diluted with CHCl3 (15 mL) and water (10 mL). The organic layer was separated, washed with water (3 x 20 mL) and dried over anhydrous Na2SO4. The organic phase was concentrated under reduced pressure and the residue was purified by distillation through a Vigreux column to afford the target product 2-[2-(phenylmethoxy)ethoxy]ethanol. The specific reaction conditions, yields, physicochemical parameters and 1H NMR data are detailed in Table 6 of the literature.