Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 58495682 | HCID 58495682 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58495484 | HCID 58495484 | 88.3% |
Reaction Steps
Under a nitrogen atmosphere, add lithium aluminum hydride (264 mg, 6.95 mmol) to THF (15 mL) at 0° C. Add a solution of 5-(3,3-dimethylcyclohexyloxy)-pyridine-2-carbonitrile (0.4 g, 1.74 mmol) in THF (5 mL), stir at 0° C. for 1 h and warm to room temperature overnight. Cool the mixture at 0° C. and carefully add water (0.3 mL). Add diethyl ether (25 mL), 3N aqueous NaOH (0.3 mL) and water (0.9 mL), and stir for 1 h at room temperature. Filter the solid residue and concentrate the filtrate in vacuo to obtain the title compound as a colorless oil (360 mg, 88%). MS (APCI+) m/z: 235 (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-d5c99ba9c23344a8bb615dc97b7ffec2 |
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| Source note | uspto-grants-2014_03 |
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