Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | 8-Fluoro-1,2,3,4-tetrahydroquinolin-2-one | HCID 15144873 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 21877762 | HCID 21877762 | 75% |
Reaction Steps
8-Fluoro-3,4-dihydro-1H-quinolin-2-one [prepared according to the procedure found in EP0524846] (2.62 g, 0.0159 mol) is dissolved in concentrated sulfuric acid (20 ml) and cooled to −5° C. Nitric acid (70%, 1.02 ml, 0.0159 mol) is added dropwise and the reaction stirred at −5° C. for 20 minutes. The mixture is poured onto ice and the resulting precipitate collected by filtration, washed well with water, and dried under vacuum. Purification by flash column chromatography (30% ethyl acetate/hexane) gives the title compound as a light yellow solid (2.50 g, 75%); [M+H]+=211.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06919329B2 |
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| Source dataset | uspto-grants-2005_07 |
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| ORD ID | ord-2e7541dd66de4feca264a131861aaa7b |
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| Source note | uspto-grants-2005_07 |
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