Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethyl phosphonoacetate | HCID 13345 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(triphenylmethyl)-1H-imidazole-2-carbaldehyde | HCID 618253 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59694095 | HCID 59694095 | 52% |
Reaction Steps
To a suspension of sodium hydride (60% in oil, 0.811 g, 20.3 mmol) in tetrahydrofuran (60 ml) was added dropwise ethyl (diethoxyphosphoryl)acetate (4.33 ml, 21.8 mmol) and the mixture was stirred for 30 min. A solution of 2-formyl-1-tritylimidazole (5.28 g, 15.6 mmol) in tetrahydrofuran (30 ml) was added dropwise and the mixture was stirred for 8 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried (over anhydrous MgSO4). After concentration under reduced pressure, the obtained residue was subjected to silica gel column chromatography and eluted with hexane-ethyl acetate (9:1-1:1, v/v). The title compound (3.28 g, 52%) was obtained as a colorless powder from the object fraction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592453B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-8fe74c2942634af8aa2846d917c5a10e |
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| Source note | uspto-grants-2009_09 |
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