反应详情

Ethyl-2,4-dihydroxy-6-methyl benzoate (4 g, 21 mmol) is dissolved in acetone (80 mL) and to this solution is added potassium carbonate (2.9 g, 21 mmol) and benzyl bromide (2.5 mL, 21 mmol). This mixture is heated at reflux for 16 hours. To the cooled reaction is added ethyl acetate (100 mL) and water (100 mL). The organic layer is washed with water (2×80 mL) and brine (2×80 mL), then dried over magnesium sulfate and the solvent removed in vacuo. The crude is purified by column chromatography (silica, 10% ethyl acetate in hexanes) to give the title compound: 1H NMR (300 MHz, CDCl3) δ 7.38 (m, 5H), 6.41 (d, 1H), 6.38 (d, 1H), 5.05 (s, 2H), 4.40 (q, 2H), 2.51 (s, 3H), 1.40 (t, 3H).

1. temperatureThis mixture is heated
2. temperatureat reflux for 16 hours
3. customTo the cooled reaction
4. washThe organic layer is washed with water (2×80 mL) and brine (2×80 mL)
5. dry with materialdried over magnesium sulfate
6. customthe solvent removed in vacuo
7. customThe crude is purified by column chromatography (silica, 10% ethyl acetate in hexanes)