反应详情

温度

0 °C

To a flask equipped with a Dean-Stark trap was added 3,3-dimethylbutanal (Aldrich, 5.0 g, 50 mmol), pyrrolidine (Aldrich, 4.4 mL, 52 mmol) and p-toluenesulfonic acid monohydrate (10 mg) in cyclohexane (70 mL). The mixture was heated to reflux for 3 hours, the water was removed and the organic phase was concentrated under reduced pressure. The residue was dissolved in methanol (20 mL) and cooled to 0° C. Sulfur (Aldrich, 1.6 g, 50 mmol) and a solution of cyanamide (Aldrich, 2.1 g, 50 mmol) in methanol (5 mL) were added. The reaction mixture was allowed to warm to ambient temperature, stirred for 12 hours, and was concentrated under reduced pressure. The residue was purified by column chromatography (SiO2, 2% methanol in CH2Cl2) to afford the title compound. MS (ESI+) m/z 157 (M+H)+.

1. customTo a flask equipped with a Dean-Stark trap
2. temperatureThe mixture was heated
3. temperatureto reflux for 3 hours
4. customthe water was removed
5. concentrationthe organic phase was concentrated under reduced pressure
6. dissolutionThe residue was dissolved in methanol (20 mL)
7. temperatureto warm to ambient temperature
8. concentrationwas concentrated under reduced pressure
9. customThe residue was purified by column chromatography (SiO2, 2% methanol in CH2Cl2)