Hydrochloric Acid → Benzyl 3-hydroxyphenyl ether

참여 물질

반응 단계

3-Benzyloxyphenyl acetate (4.84 g, 20 mmol), as prepared in the preceding step, in tetrahydrofuran (50 mL) was treated with 1N NaOH (30 mL) for 3 h at room temperature. The mixture was acidified with 1N HCl and extracted into ethyl acetate (3×100 ML). The organic phase was washed with brine (2×50 mL), dried over Na2SO4, and concentrated in vacuo. The residue was then purified by flash column chromatography (methylene chloride) to give the title compound as a colorless liquid (3.80 g, 96%). 1H-NMR (300 MHz, CDCl3) δ 5.01 (s, 2H), 5.09 (s, 1fH), 6.47 (m, 2H), 6.56 (dd, 1H), 7.11 (t, 1H), 7.39 (m, 5H).

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