Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 86617187 | HCID 86617187 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 86617186 | HCID 86617186 | 54% |
Reaction Steps
To a solution of (±)-trans-2-hydroxy-3,3-dimethyl-1-[(2-phenylethyl)amino]-2,3-dihydro-1H-pyrano[3,2-f]quinoline-8-carbonitrile (400 mg, 1.07 mmol) in t-butanol (40 mL), potassium hydroxide (800 mg, 14.3 mmol) was added at room temperature and the resulting mixture was stirred at 90° C. for 2 hour. Upon the completion of the reaction, aqueous sodium chloride solution was added to the reaction solution, and it was extracted with ethyl acetate and the resulting organic phase was dried over anhydrous magnesium sulfate. After distilling off the solvent, the residue was purified by column chromatography (hexane/ethyl acetate=1/1) and recrystallized from hexane-ethyl acetate to obtain the aimed product (yield: 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07652008B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-5d7193a26c9643db8acd2d717e5c16e0 |
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| Source note | uspto-grants-2010_01 |
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