反应详情

A solution of 4-(phenylethynyl)pyridine (2.25 g, 12.6 mmol) and powder iodine (1.60 g, 6.3 mmol) in DMSO (30 mL) is heated at 155° C. for 4 h. The reaction mixture is cooled and poured to H2O (100 mL). The aqueous is neutralized with powdered Na2CO3 to pH˜12 and extracted with EtOAc (2×100 mL). The combined organic extracts are washed sequentially with H2O (60 mL) and brine (60 mL), then dried and concentrated. The crude material is purified by chromatography (silica gel: EtOAc/hexane: 20/80) to afford the title compound (0.81 g, 30%) as an oil. MS (+) ES: 212 (M+H)+.

1. temperatureThe reaction mixture is cooled
2. extractionextracted with EtOAc (2×100 mL)
3. washThe combined organic extracts are washed sequentially with H2O (60 mL) and brine (60 mL)
4. customdried
5. concentrationconcentrated
6. customThe crude material is purified by chromatography (silica gel: EtOAc/hexane: 20/80)