Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 1-Naphthol | HCID 7005 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 67301095 | HCID 67301095 | 86% |
Reaction Steps
The above-obtained compound (1.06 g, 3.62 mmol) was suspended together with 1-naphthol (521 mg, 3.62 mmol) and potassium iodide (60 mg, 0.36 mmol) in N-methylpyrrolidinone (10 mL). To the suspension, potassium carbonate (0.75 g, 5.42 mmol) was added. After stirred at 90° C. for 4 h, the reaction mixture was quenched with water (30 mL) followed by extraction with ethyl acetate (30 mL×3). The organic layers were combined, washed with brine, and concentrated under vacuum. The residue was purified by silica gel chromatography to give 5-[5-(naphthalen-1-yloxy)-pentyloxy]-quinoline (1.11 g, 3.11 mmol, 86%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07985763B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-c58dc826ba244d1aaf931856e57ea876 |
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| Source note | uspto-grants-2011_07 |
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