Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Isophthalaldehyde | HCID 34777 | — |
| Reactant | Phosphonium, triphenyl(2-pyridinylmethyl)-, chloride | HCID 11058219 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 19422277 | HCID 19422277 | 374.8% |
Reaction Steps
3.9 g of (2-pyridyl)methyltriphenylphosphonium chloride was suspended in 20 ml of tetrahydrofuran, and with stirring, 5.3 ml of a 20% aqueous solution of potassium carbonate and 0.13 g of isophthalaldehyde were added. The mixture was stirred overnight at room temperature. Hexane was added, and the resulting aqueous layer was discarded, and concentrated under reduced pressure. Hexane was added to the residue. The insoluble matter was removed by filtration, and the filtrate was evaporated under reduced pressure. The residue was purified by medium-pressure liquid chromatography [column: Lobar column, size B, Lichroprep Si 60 (a product of E. Merck Co.); eluting solvent: hexane/ethyl acetate=7/1→4/1]to give 0.76 g (yield 36%) of (E)-2-[2-(3-formylphenyl)vinyl]pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05234946 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-f3327b710d0a493881946a973bf0baad |
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| Source note | uspto-grants-1993_08 |
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