Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | HCID 86629174 | HCID 86629174 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86629176 | HCID 86629176 | 74.1% |
Reaction Steps
0.269 mL of diethyl cyanophosphonate (289.4 mg, 1.774 mmol) are placed in a 25 mL three-necked flask containing 580 mg of 39 (1.493 mmol) and 7 mL of DMF, at 0° C., followed, 10 minutes later, by addition of 0.201 mL of TEA (1.43 mmol). The reaction medium is stirred at 0° C. for 2 hours. 20 mL of EtOAc are added and the mixture is then washed with twice 20 mL of distilled water. The organic phase is dried over MgSO4, filtered and then evaporated to dryness. The crude product (600 mg of yellow oil) is chromatographed on a silica cartridge (30 g) with a heptane/EtOAc eluent (as an EtOAc gradient: 10% to 50%). 410 mg of expected product 40 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-ed855e8657dc49aeaa7fa8c766f0133e |
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| Source note | uspto-grants-2011_06 |
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