Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl iodide | HCID 11166 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 23369598 | HCID 23369598 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23369583 | HCID 23369583 | 64.1% |
Reaction Steps
5-Hydroxy-8-methylcarbostyril (6.35 g, 36.3 mmol), allyl iodide (6.07 g, 36.1 mmol), n-tetrabutylammonium bromide (1.16 g, 36.1 mmol) were dissolved in dimethylformamide (108 ml). To the solution, potassium carbonate (10 g, 72.5 mmol) was added, and stirred in a bath of 50° C. for 2 hours. The solvent was evaporated, and the residue, dissolved in chloroform, was washed with water. The washed material was dried and condensed. The resultant residue was purified by silica gel column chromatography (eluent; chloroform). Recrystallization (chloroform-n-hexane) yielded 4.98 g of 5-allyloxy-8-methylcarbostyril as colorless flakes (63.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05576324 |
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| Source dataset | uspto-grants-1996_11 |
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| ORD ID | ord-b49c8ede6e344a4d980ee7ec72cd537e |
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| Source note | uspto-grants-1996_11 |
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