Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Trimethyl phosphonoacetate | HCID 80029 | — |
| Reactant | Phthalimidoacetone | HCID 235046 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 78023603 | HCID 78023603 | 80.7% |
Reaction Steps
A solution of methyl dimethylphosphonoacetate (21.5 g) in N,N-dimethylformamide (50 mL) was added dropwise to a suspension of sodium hydride (63%, 4.50 g) in N,N-dimethylformamide (100 mL) with stirring at 0° C. The mixture was stirred at 0° C. for 30 minutes. Then, a solution of phthalimidoacetone (20.0 g) in N,N-dimethylformamide (50 mL) was added dropwise thereto, and the mixture was heated to room temperature and stirred overnight. To the reaction solution, water was added, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of ammonium chloride and saturated sodium chloride solution and dried over anhydrous sodium sulfate. After filtration and concentration under reduced pressure, the obtained crude product was purified by silica gel column chromatography to obtain the title compound (20.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946443B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-b7304fb5b1aa4653bbcd17e6d248dd4e |
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| Source note | uspto-grants-2015_02 |
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