Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | HCID 70282314 | HCID 70282314 | — |
| Product | HCID 19776603 | HCID 19776603 | — |
Reaction Steps
To a solution of 180 mg of sodium hydride in 10 ml of dimethylformamide was added 923 mg of 2-methyl-6-fluoro-3-methyl-4-quinolone on an ice bath, and the solution was stirred at room temperature for 15 min. After the solution was cooled on an ice bath, and 470 mg of cyclopropanecarbonyl chloride was added to the solution, and the mixture was stirred at room temperature for 4 hours. The mixture was poured into 20 ml of water. The solution was extracted with chloroform, and the chloroform solution was washed with water, dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the crude product thus obtained was purified by silica gel column chromatography (Wako Gel C-200, n-hexane:ethyl acetate=7:1) to give 1.02 g of 4-cyclopropanecarbonyloxy-2-ethyl-6-fluoro-3-methylquinoline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05190952 |
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| Source dataset | uspto-grants-1993_03 |
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| ORD ID | ord-ba1e1122fe224a07a3aa8ac1daa1da5d |
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| Source note | uspto-grants-1993_03 |
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