反应详情

The title A compound, methyl 3-[5-(t-butyl-dimethylsilanyloxymethyl)-imidazole-1-yl]-3-(4-cyanophenyl)-propionate (0.98 g, 2.46 mmol) and p-toluenesulfonic acid (0.55 g, 2.9 mmol) are stirred in MeOH (10 mL) at RT for 24 h. The reaction mixture is evaporated to an oil and partitioned between EtOAc and aqueous saturated sodium bicarbonate. The combined organic phases are dried over anhydrous sodium sulfate and removal of the solvent in vacuo yields methyl 3-[5-(hydroxymethyl)-imidazol-1-yl]-3-(4-cyano-phenyl)-propionate as an oil: 1H-NMR (CDCl3) δ 7.65 (2H, d, J=8.4), 7.62 (1H, s), 7.31 (2H, d, J=8.4), 6.98 (1H, s), 6.05 (1H, dd, J=9.2, 6.2), 4.62 (1H, d, J=13.5), 4.47 (1H, d, J=13.5), 3.67 (3H, s), 3.36 (1H, dd, J=16.5, 9.2), 3.21 (1H, dd, J=16.5, 6.2); e/z (ES) 286 (M+1, 100%).

1. customThe reaction mixture is evaporated to an oil
2. custompartitioned between EtOAc and aqueous saturated sodium bicarbonate
3. dry with materialThe combined organic phases are dried over anhydrous sodium sulfate and removal of the solvent in vacuo