Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl benzylphosphonate | HCID 14122 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(1H-imidazol-1-yl)benzaldehyde | HCID 736530 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54300324 | HCID 54300324 | 46.6% |
Reaction Steps
1.0 g of diethylbenzylphosphonate were dissolved in 50 ml of dry THF under nitrogen gas flow. To this solution, were added 0.21 g of 60% NaH while cooling the solution with ice, and the resultant solution was then stirred for 2 hours at room temperature. After cooling the whole solution with ice, 0.75 g of 4-(imidazole-1-yl)benzaldehyde were added thereto and stirred for 48 hours at room temperature. The solution reacted was condensed under reduced pressure, added with water, and extracted with chloroform. The organic layer resulted was dried with anhydrous magnesium sulfate, and the solvent used was removed by distillation under reduced pressure. The residue obtained was purified by using silica gel column chromatography, for which chloroform is used for the developer, thereby affording 0.5 g of 4-(imidazole-1-yl)stilbene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05965743 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-f06e67d2950d484f99423178f02b1157 |
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| Source note | uspto-grants-1999_10 |
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