Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Chloromethylnaphthalene | HCID 6845 | — |
| Reactant | 2-Piperidone | HCID 12665 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Catalyst | Sodium Iodide | HCID 5238 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66961098 | HCID 66961098 | 100.4% |
Reaction Steps
To a DMF (20 mL) solution of δ-valerolactam (1.0 g), sodium hydride (404 mg), 1-(chloromethyl)naphthalene (1.78 g) and sodium iodide (151 mg) were added one by one at 0° C., and the reaction solution was allowed to be warmed to 60° C., and was agitated for 6 hours. 2N hydrochloric acid and THF were added to the reaction solution, and the organic layer was partitioned. After the obtained organic layer was washed with a saturated saline solution, it was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (heptane: elution solvent; ethyl acetate=1:2->ethyl acetate), and 2.42 g of the title compound was obtained. The physical properties of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07880009B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-38ffbe39e9d9427290820b1eaa6aa956 |
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| Source note | uspto-grants-2011_02 |
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