反应详情

温度

0 °C

The title product of example 43 (0.072 g, 0.218 mmol) was dissolved in dry THF (10 mL) and chilled to 0° C. Phenyl magnesium bromide (3 M in ether, 0.08 mL, 0.24 mmol) was added dropwise. The mixture turned greenish and then returned to a yellow color. The reaction was allowed to warm to room temperature for 30 minutes and then refluxed for 45 minutes. Additional phenyl magnesium bromide (0.1 mL, 0.26 mmol) was added and the mixture was refluxed 1 hour more. Saturated aqueous ammonium chloride was added and the mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried over magnesium sulfate and concentrated to a light yellow oil. The product was purified by silica gel flash chromatography (1×6 inches). Elution with 50% ethyl acetate/hexane followed by ethyl acetate gave 0.082 g (92%) of the title product. A sample was recrystallized from chloroform/ether for analysis: mp 217.5°-218.5° C. Analysis calculated for C28H28N2O·0.5 H2P: C, 80.54; H, 7.00; N, 6.71. Found: C, 80.47; H, 6.63; N, 6.78.

1. temperatureto warm to room temperature for 30 minutes
2. temperaturerefluxed for 45 minutes
3. temperaturethe mixture was refluxed 1 hour more
4. extractionthe mixture was extracted with ethyl acetate
5. washThe organic phase was washed with brine
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated to a light yellow oil
8. customThe product was purified by silica gel flash chromatography (1×6 inches)
9. washElution with 50% ethyl acetate/hexane