Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Formylthiophene-3-carbonitrile | HCID 12280009 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 22393666 | HCID 22393666 | 47% |
Reaction Steps
3-Cyano-5-thiophenecarboaldehyde (2.00 g) was dissolved in anhydrous ether (100 ml) and anhydrous tetrahydrofuran (THF) (20 ml), and an ether solution (10.9 ml) of (2.0 M) isopropylmagnesium chloride was added thereto. After stirring at 0° C. for 2 hours, ethyl acetate was added thereto. The mixture was washed with an aqueous saturated ammonium chloride and further brine, dried over anhydrous magnesium sulfate and then evaporated. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system), to give the title compound as a pale yellow oil (1.25 g, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06906072B1 |
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| Source dataset | uspto-grants-2005_06 |
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| ORD ID | ord-d2ae3c9b57a54d85ae03c3f092f92b5a |
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| Source note | uspto-grants-2005_06 |
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