反应详情

To a stirred solution of diethyl cyanomethylphosphonate (50.0 g, 282 mmol), ammonium acetate (9.0 g, 117 mmol), acetic acid (9 ml) in toluene (200 mL), tetrahydropyran-4-carbaldehyde (32.2 g, 282 mmol) were added. The reaction mixture was stirred at room temperature for two hours and then heated at reflux for 1.5 hours. After cooling down, the reaction mixture was washed with saturated sodium bicarbonate solution three times, and brine one time and then dried over magnesium sulfate. The reaction mixture was filtered and concentrated to yield a residue. The residue was purified by Kugelrohr distillation to yield [1-cyano-2-(tetrahydropyran-4-yl)-vinyl]-phosphonic acid diethyl ester as a colorless oil.

1. temperatureheated
2. temperatureat reflux for 1.5 hours
3. temperatureAfter cooling down
4. washthe reaction mixture was washed with saturated sodium bicarbonate solution three times, and brine one time
5. dry with materialdried over magnesium sulfate
6. filtrationThe reaction mixture was filtered
7. concentrationconcentrated
8. customto yield a residue
9. distillationThe residue was purified by Kugelrohr distillation