Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | HCID 86629183 | HCID 86629183 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86629185 | HCID 86629185 | 26.4% |
Reaction Steps
0.948 mL of diethyl cyanophosphonate (1.019 g, 6.245 mmol) is placed in a 100 mL three-necked flask containing 1.80 g of 54 (5.26 mmol) and 25 mL of DMF, at 0° C., followed by addition, after 10 minutes, of 0.708 mL of TEA (5.04 mmol). The reaction medium is stirred at 0° C. for 2 hours. 50 mL of EtOAc are added and the mixture is then washed with twice 50 mL of distilled water. The organic phase is dried over MgSO4, filtered and then evaporated to dryness. The crude product is chromatographed on a silica cartridge (150 g) eluting with heptane/EtOAc (as an EtOAc gradient: 10% to 50%). 450 mg of expected product 55 are obtained (white solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960373B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-f1af75ac237a4f4ca8f73fa0a438ac33 |
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| Source note | uspto-grants-2011_06 |
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