Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N-[4-(chloromethyl)phenyl]-7-(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamide | HCID 18472361 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18472215 | HCID 18472215 | 77.4% |
Reaction Steps
In THF (10 ml) was dissolved N-[4—(chloromethyl)-phenyl]-7—(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamide (300 mg), and to the mixture was added 4-hydroxypiperi dine (235 mg). The mixture was refluxed for 24 hours. The reaction mixture was cooled to room temperature, and to the mixture was added 5% sodium hydrogen carbonate solution (50 ml). The mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to give N-[4—(4-hydroxypiperidinomethyl)phenyl]-7—(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamide (Compound 49) (271 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06413947B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-892e5d8efd5441df8d934d39f9e0c2e6 |
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| Source note | uspto-grants-2002_07 |
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