反应详情

温度

100 °C

In a 350 mL pressure vessel equipped with a stir bar was placed 3-hydroxy-4-methoxy-benzaldehyde (15) (1.5 g, 9.86 mmol), 3-iodo-benzonitrile (3.39 g, 14.8 mmol), cesium carbonate (3.21 g, 9.86 mmol), N,N-dimethylglycine (275 mg, 1.97 mmol), copper(I) iodide (188 mg, 0.986 mmol) and 1,4-dioxane (55 mL). The mixture was heated to 100° C. for 46 hours. The reaction was cooled to room temperature, quenched with water (300 mL) and then extracted with ethyl acetate (3×200 mL). The organic portions were combined, washed with brine (300 mL), dried (MgSO4) and concentrated. The crude material was purified by silica gel column chromatography utilizing 35%, 50%, 75% ethyl acetate/hexanes to produce 1.09 g (42% yield) of (16) as a white solid.

1. customIn a 350 mL pressure vessel equipped with a stir bar
2. temperatureThe reaction was cooled to room temperature
3. customquenched with water (300 mL)
4. extractionextracted with ethyl acetate (3×200 mL)
5. washwashed with brine (300 mL)
6. dry with materialdried (MgSO4)
7. concentrationconcentrated
8. customThe crude material was purified by silica gel column chromatography