反应详情

Cesium carbonate (2.18 g, 6.702 mmol) is added to a solution of 3-(4-Hydroxy-phenyl)-2-methyl-2-phenoxy-propionic acid ethyl ester (1.55 g, 5.155 mmol) and Toluene-4-sulfonic acid 2-[3-methyl-2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl]-ethyl ester (3.19 g, 5.67 mmol) in DMF (30 mL). The resultant mixture is stirred at 55° C. under an atmosphere of nitrogen for 18 h, then diluted with ethyl acetate. The organic layer is washed, then dried, concentrated, and purified by flash chromatography (17% acetone in hexanes) to provide the title compound (3.46 g, 97%). 1H NMR (400 MHz, CDCl3): δ 7.57 (d, 2H, J=7.01 Hz), 7.37 (d, 2H, J=7.1 Hz), 7.23-7.19 (m, 4H), 7.13 (d, 2H, J=8.7 Hz), 6.97 (t, 1H, J=7.1 Hz), 6.87-6.80 (m, 4H), 6.67 (d, 2H, J=8.7 Hz), 4.79, 4.07 (ABq, 2H, J=15.0 Hz), 4.47, 4.43 (ABq, 2H, J=15.0 Hz), 4.20 (q, 2H, J=7.1 Hz), 3.92-3.87 (m, 2H), 3.80 (s, 3H), 3.61-3.55 (m, 1H), 3.31 (t, 2H, J=8.7 Hz), 3.24, 3.10 (ABq, 2H, J=14.2 Hz), 3.00 (t, 1H, J=7.9 Hz), 2.21-2.14 (m, 1H), 1.87-1.78 (m, 1H), 1.38 (s, 3H), 1.21 (t, 3H, J=7.1 Hz). MS [EI+] 691 (M+H)+. Rf=0.49 in 50% acetone in hexanes.

1. washThe organic layer is washed
2. customdried
3. concentrationconcentrated
4. custompurified by flash chromatography (17% acetone in hexanes)