反应详情

温度

0 °C

[1-Cyano-2-(tetrahydro-pyran-4-yl)-ethyl]-phosphonic acid diethyl ester (5.4 g, 19.6 mmol) was dissolved in THF (100 mL) and cooled to 0° C. Lithium (bistrimethylsilyl)amide (20 mL, 20 mmol, [1M]) was the added dropwise. The resulting mixture was stirred 20 min, and then 5-fluoro-2-nitro-benzaldehyde (3.31 g, 19.6 mmol) was added. The resulting mixture was stirred at room temperature overnight, then diluted with ethyl acetate and washed with saturated aqueous NaHCO3 solution. The organic phase was separated and dried with MgSO4 and filtered. The solvent was removed to yield an oil which was purified by silica column chromatography (120 g column, 20% EtOAc/heptane) to yield a solid.

1. additionadded dropwise
2. stirringThe resulting mixture was stirred at room temperature overnight
3. washwashed with saturated aqueous NaHCO3 solution
4. customThe organic phase was separated
5. dry with materialdried with MgSO4
6. filtrationfiltered
7. customThe solvent was removed
8. customto yield an oil which
9. customwas purified by silica column chromatography (120 g column, 20% EtOAc/heptane)
10. customto yield a solid