A new synthetic route of 2-((4-Methoxybenzyl)oxy)ethanol

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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13807-89-1, name is 2-((4-Methoxybenzyl)oxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-((4-Methoxybenzyl)oxy)ethanol

(1) Synthesis of ethylene glycol protected by azidochlorobenzyl group and methoxybenzyl group: synthesis of 1-azido-2-chloro-4-(4-methoxybenzyloxyethoxymethyl)benzene. 2-(4-Methoxybenzyloxy)ethanol (500 mg, 2.75 mmol) was dissolved in DMF (10 ml), and sodium hydride (60% in oil, 132 mg, 3.30 mmol) was added at 0 C., which was followed by stirring for 30 min. Then 4-azido-3-chlorobenzyl bromide (813 mg, 3.30 mmol) was added portionwise. The resulting mixture was stirred at 0 C. for 30 min and at room temperature for 2 hr. Ice-water was added and the mixture was extracted with ether. The ether layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=10:1) to give the title compound as a yellow oil (805 mg, yield 84%). 1 H-NMR (270 MHz, CDCl3) delta: 7.39(d,1H), 7.30-7.24(m,3H), 7.13(d,1H), 6.90-6.85(m,2H), 4.51(s,4H), 3.80(s,3H), 3.64(s,4H)

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Reference:
Patent; Wako Pure Chemical Industries, Ltd.; US5998595; (1999); A;,
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