Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 58495654 | HCID 58495654 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58495688 | HCID 58495688 | 130.2% |
Reaction Steps
Under a nitrogen atmosphere, add lithium aluminum hydride (965 mg, 25.4 mmol) to THF (20 mL) at 0° C. Add a solution of (Z)-5-(2-cyclohexylvinyl)-pyridine-2-carbonitrile (1.8 g, 1.74 mmol) in THF (5 mL) and stir at 0° C. for 1 h and to room temperature overnight. Cool the mixture to 0° C. and carefully add water (0.95 mL). Add diethyl ether (125 mL), 3N aqueous NaOH (0.95 mL), and water (2.85 mL) and stir for 1 h at room temperature. Filter the solid residue and concentrate in vacuo to obtain the title compound as a colorless oil (0.49 g, 30%). MS (APCI+) m/z: 217 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680091B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-f50aa6ff82fb403d9cbd7f9003e4dbd8 |
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| Source note | uspto-grants-2014_03 |
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