反应详情

A mixture of (2R)-(4E)-5-(5-isopropoxy-3-pyridyl)-4-penten-2-ol ptoluenesulfonate (11.00 g, 29.33 mmol), methylamine (200 mL, 40% solution in water), and ethyl alcohol (10 mL) was stirred at ambient temperature for 18 h. The resulting solution was extracted with chloroform (3×100 mL). The combined chloroform extracts were dried over sodium sulfate, filtered, and concentrated by rotary evaporation. The crude product was purified by column chromatography over aluminum oxide, eluting with ethyl acetate-methanol (7:3, v/v). Selected fractions were combined and concentrated by rotary evaporation, producing an oil. Further purification by vacuum distillation furnished 2.10 g (31.0%) of a colorless oil, bp 90-100° C. at 0.5 mm Hg.

1. extractionThe resulting solution was extracted with chloroform (3×100 mL)
2. dry with materialThe combined chloroform extracts were dried over sodium sulfate
3. filtrationfiltered
4. concentrationconcentrated by rotary evaporation
5. customThe crude product was purified by column chromatography over aluminum oxide
6. washeluting with ethyl acetate-methanol (7:3
7. concentrationconcentrated by rotary evaporation
8. customproducing an oil
9. customFurther purification
10. distillationby vacuum distillation