反应详情

A dry 50-mL round-bottomed flask was equipped with a stir bar and an argon inlet. The flask was charged with 1-chloro-4-(4-chlorophenylamino)-phthalazine (R. D. Haworth and S. Robinson, J. Chem. Soc. 1948, pp.777-782) (2.00 g; ˜6.12 mmol), 3-pyridyl-carbinol (Aldrich) (10.02 g, 91.85 mmol), and DBU (18.3 mL, ˜18.7 g, ˜123 mmol). The reaction was heated at 125 C for 28 h. The mixture was cooled to room temperature and distilled water (400 mL) was added with stirring. The aqueous phase was extracted with ethyl acetate (3×300 mL). The combined organics were dried (MgSO4) and concentrated to yield a tan solid, which was purified by silica gel chromatography (100% dichloromethane→50% acetone/dichloromethane) to give the clean desired compound as a white solid (1.24 g, 3.42 mmol; 56% yield). TLC (20% acetone/dichloromethane): Rf=0.48.

1. customA dry 50-mL round-bottomed flask was equipped with a stir bar and an argon inlet
2. temperatureThe reaction was heated at 125 C for 28 h
3. distillationdistilled water (400 mL)
4. additionwas added
5. extractionThe aqueous phase was extracted with ethyl acetate (3×300 mL)
6. dry with materialThe combined organics were dried (MgSO4)
7. concentrationconcentrated
8. customto yield a tan solid, which
9. customwas purified by silica gel chromatography (100% dichloromethane→50% acetone/dichloromethane)