Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 404338-70-1 | HCID 11031182 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Product | HCID 11448956 | HCID 11448956 | — |
Reaction Steps
To a mixture of sodium hydride (60% in oil, 0.71 g) and dry tetrahydrofuran (25 mL) was slowly added triethyl phosphonoacetate (3.63 g) under ice-cooling, and the mixture was stirred until completion of the generation of hydrogen gas. To the reaction mixture was slowly added a solution of 4-(4-methoxyphenyl)pyridine-3-carbaldehyde (2.88 g) in dry tetrahydrofuran (5 mL) under ice-cooling, and the mixture was stirred for 1 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate) to give the title compound (2.85 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08937055B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-5273d8395ad34547a30761ed1e884d16 |
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| Source note | uspto-grants-2015_01 |
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