Potassium Carbonate → (E)-ethyl 3-cyclopropyl-3-(4-(methoxymethoxy)phenyl)-2-phenylacrylate

참여 물질

반응 단계

To a mixture of 2 (385 mg, 2.79 mmol), 1-iodo-4-(methoxymethoxy)benzene (1.47 g, 5.57 mmol), Phenylboronic acid (680 mg, 5.58 mmol) and K2CO3 (771 mg, 5.58 mmol) in DMF (8.5 ml)-H2O (2.2 ml) was stirred at room temperature for 10 min. Then PdCl2(PhCN)2 (10.7 mg, 0.0279 mmol) was added under Ar atmosphere, and the mixture was stirred at room temperature for 24 h. The reaction was quenched with H2O under ice cooling, and the whole was extracted with Et2O. The organic layer was washed with H2O, brine, dried over Na2SO4, then concentrated. Purification by silica gel flash column chromatography (eluent: hexane/AcOEt, 30:1 to 10:1) gave 5 (29%). 5: colorless oil; 1H-NMR (CDCl3) δ 0.44 (2H, m), 0.79 (2H, m), 1.29 (3H, t, J=7.2 Hz), 2.30 (1H, m), 3.43 (3H, s), 4.28 (2H, q, J=7.1 Hz), 5.08 (2H, s), 6.78 (2H, d, J=8.8 Hz), 6.85 (2H, d, J=8.8 Hz), 6.99 (2H, m), 7.03-7.09 (3H, m).

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