Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Pyridine, 2,4,6-trichloro- | HCID 27665 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Piperidin-4-ol | HCID 79341 | — |
| Product | HCID 11579662 | HCID 11579662 | 37% |
Reaction Steps
A solution of piperdine-4-ol (1.2 g, 12.0 mmol) in isopropylalcohol (30 mL) was prepared and 1N NaOH (8 mL) was added with stirring. After stirring 15 min at room temperature, 2,4,6-trichloropyridine (2.0 g, 10.0 mmol) was added, and the resulting reaction mixture was heated at 60° C. for 10 hours. After this time, water was added to the reaction mixture (100 mL), and the product was extracted with ethyl acetate (200 mL×3). The organic extract was washed with brine solution followed by water, after which the organic layer was dried over using sodium sulphate and concentrated under vacuum. The resulting product was purified by column chromatography using 230-400 mesh silica gel, eluted with 30:70 ethyl acetate:petroleum ether, to afford the desired compound as light yellow solid (1 g, yield 37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622486B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-774faa0112394967994d532d367b1ed0 |
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| Source note | uspto-grants-2009_11 |
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