反应详情

Tetraethyl methylenebisphosphonate (1.44 g, 5.0 mmol) in THF (1 mL) was added to a slurry of 80% sodium hydride (150 mg, 5.0 mmol) in THF (4 mL) at 0° C. The reaction was warmed to room temperature and stirred until all of the hydride was consumed. A solution of N-butyl-2-chloroacetamide (0.75 g, 5.0 mmol) in THF (1 ml) and potassium iodide (100 mg) were then added. The reaction mixture was then heated at 50° C. for 18 hours, during which time sodium chloride precipitated. Additional sodium hydride (20 mg) was added, and the reaction mixture was heated an additional 4 hours. After cooling, the mixture was poured into 1N HCl (10 mL) and diethyl ether (50 mL) was added. The diethyl ether layer was further extracted with water (3×10 mL). The combined aqueous fractions were extracted with dichloromethane (4×25 mL). The combined extracts were dried (Na2SO4) and concentrated to give the title compound (1.40 g, 70%) as an oil.

1. customwas consumed
2. customprecipitated
3. additionAdditional sodium hydride (20 mg) was added
4. temperaturethe reaction mixture was heated an additional 4 hours
5. temperatureAfter cooling
6. additionthe mixture was poured into 1N HCl (10 mL) and diethyl ether (50 mL)
7. additionwas added
8. extractionThe diethyl ether layer was further extracted with water (3×10 mL)
9. extractionThe combined aqueous fractions were extracted with dichloromethane (4×25 mL)
10. dry with materialThe combined extracts were dried (Na2SO4)
11. concentrationconcentrated