Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Ethyl-2,3-dihydroquinolin-4(1H)-one | HCID 22324443 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58909275 | HCID 58909275 | 30% |
Reaction Steps
To a solution of 6-ethyl-2,3-dihydroquinolin-4(1H)-one (1.00 g) in THF (25 mL) was added triethylamine (0.64 g) followed by iodomethane (0.89 g). The mixture was refluxed at 70° C. overnight. The solvent was stripped under reduced pressure, and the residue was partitioned between aqueous sodium bicarbonate and dichloromethane. The organics were extracted three times, washed with brine, dried with sodium sulfate, filtered, and concentrated. Chromatography was used to purify the title compound using a 40% ethyl acetate in heptane solvent solution. 0.32 g of the title product were recovered. (30% yield). MS (ESI+) for C12H15NO m/z 190.10 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07645780B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-6bbedb5b6fe042cca1e5159270c2304e |
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| Source note | uspto-grants-2010_01 |
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