反应详情

An aqueous solution of hydrochloric acid (2 M, 18 mL) was sparged for 10 min with nitrogen and then used to slurry 4,5-bis-(4-chlorophenyl)-2-[2-ethoxy-4-(1-ethoxyvinyl)phenyl]-4,5-dihydro-1H-imidazole (0.638 g, 1.33 mmol). Tetrahydrofuran (18 mL) was added to create a homogeneous solution. After stirring 1 h, the reaction mixture was poured into a mixture of 2 M sodium hydroxide (16 mL) and 10% sodium carbonate solution (50 mL) and extracted with methylene chloride (2×100 mL). The combined organic extracts were dried over sodium sulfate and concentrated. The residue was purified by flash column chromatography (silica gel, eluting with a gradient of 1-3% methanol in chloroform) to give 1-{4-[4,5-bis-(4-chlorophenyl)-4,5-dihydro-1H-imidazol-2-yl]-3-ethoxyphenyl}ethanone as a faintly yellow foam (0.392 g, 65%). LC-MS: 453.3 [(M+H)+].

1. customAn aqueous solution of hydrochloric acid (2 M, 18 mL) was sparged for 10 min with nitrogen
2. extractionextracted with methylene chloride (2×100 mL)
3. dry with materialThe combined organic extracts were dried over sodium sulfate
4. concentrationconcentrated
5. customThe residue was purified by flash column chromatography (silica gel
6. washeluting with a gradient of 1-3% methanol in chloroform)