反应详情

A solution of Intermediate 46 (16 mmol) in ethanol (80 mL) was treated successively with 10% aqueous hydrochloric acid solution (4 mL) and iron powder and then was lowered in to a 95° C. oil bath. After 90 minutes of reflux heating, the mixture was deemed complete by LC/MS analysis and was filtered while hot through a pad of Celite diatomaceous earth, eluting with methanol. The filtrate was concentrated to dryness under reduced pressure. The residue was purified via automated flash silica gel chromatography, using a 40 g Silicycle SiliSep flash column (hexanes/ethyl acetate). Concentration of the desired fractions under reduced pressure provided the title compound. ES/MS calcd. for C11H14NO+ 176.1. Found m/z=176.2 (M+H)+.

1. customwas lowered in to a 95° C. oil bath
2. temperatureAfter 90 minutes of reflux
3. temperatureheating
4. filtrationwas filtered while hot through a pad of Celite diatomaceous earth
5. washeluting with methanol
6. concentrationThe filtrate was concentrated to dryness under reduced pressure
7. customThe residue was purified via automated flash silica gel chromatography