Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Dibenzyl malonate | HCID 84754 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | Tetraethyl vinylidene phosphonate | HCID 11022954 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 21842032 | HCID 21842032 | 65% |
Reaction Steps
Under a nitrogen atmosphere, dibenzyl malonate (1.71 g) was dissolved in isopropanol (10 ml) and sodium methoxide (27 mg) was suspended therein. A solution of tetraethyl ethenylidenebisphosphonate (1.51 g) in isopropanol (5 ml) was added dropwise thereto at room temperature and stirred for 2 hours. A saturated aqueous ammonium chloride solution (2.5 ml) and a saturated aqueous sodium chloride solution were added to the reaction mixture, followed by extraction (twice) with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and the residue was purified by a silica gel column chromatography (chloroform:acetone=9:1 to 2:1) to obtain benzyl 4,4-bis(diethoxyphosphinoyl)-2-benzyloxycarbonylbutyrate (1.91 g, yield 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05962438 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-b6082ee9615f40ad9dd7d077490be218 |
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| Source note | uspto-grants-1999_10 |
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