Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl phosphorochloridite | HCID 68530 | — |
| Reactant | HCID 86648106 | HCID 86648106 | — |
| Product | HCID 86648104 | HCID 86648104 | — |
Reaction Steps
0.81 ml of triethylamine (5.8 mmol) were precharged in 10 ml of abs. THF, and 0.76 g of 2-hydroxyvinyl carbamate (5.8 mmol) were added. The reaction solution was then cooled to −78° C., and 0.83 ml of diethylchlorophosphonite (5.8 mmol) in 4 ml of THF were added dropwise. After completion of the addition, the reaction mixture was stirred for 12 hours at room temperature. A white solid was filtered off, and the residue was washed with a 5% aqueous solution of sodium hydrogen carbonate (3×10 ml). The organic phase was then dried over sodium sulfate. After filtering off the siccative, the solvent was removed on a rotary evaporator. The crude product was purified by column chromatography on silica gel (PE:EE=1:5). 0.39 g (25% of th.) of the title compound were obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999323B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-49b225158520463ba7cc853d61458f6c |
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| Source note | uspto-grants-2015_04 |
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