Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 22574564 | HCID 22574564 | — |
| Reactant | HCID 53434921 | HCID 53434921 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 9959726 | HCID 9959726 | — |
Reaction Steps
2-Isopropoxy-6-pentadecyl benzaldehyde (3.1 g, 8.3 mmol) and methyl acetoacetate (0.96 g, 8.3 mmol) were dissolved in n-butanol (20 mL). Acetic acid (0.5 g, 8.3 mmol) and piperidine (0.7 g, 8.3 mmol) were added and stirred at room temperature for 3-4 hrs. methyl-3-amino crotonate (0.97 g, 8.3 mmol) was then added and refluxed for 10 hrs. n-Butanol was evaporated and reaction mixture was washed with distilled water and extracted with dichloromethane (10 mL). Organic layer was dried over sodium sulfate, evaporated and compound was purified by column chromatography using silicagel (100-200 mesh) with hexane:EtOAc (94:6) solvent system to give dimethyl 1,4-dihydro-4-(2′-isopropoxy-6′-pentadecylphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate as viscous liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06852742B2 |
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| Source dataset | uspto-grants-2005_02 |
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| ORD ID | ord-8ba0f582bc144ba682e632855fd02a0f |
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| Source note | uspto-grants-2005_02 |
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