Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | HCID 56680249 | HCID 56680249 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 49820161 | HCID 49820161 | — |
Reaction Steps
To a suspension of compound 10f (100 mg, 0.29 mmol) in glacial acetic acid (2 mL) at room temperature was added nitric acid (0.1 mL, d 1.35) dropwise with vigorous stirring. The mixture was heated at 60° C. for 3 hr, allowed to cool for 30 min, and poured into cold water. The resulting precipitate was filtered, washed with water, and dried under high vacuum to afford compound SKC-BF-05 (45 mg, 42%) as an orange solid. TLC Rf=0.7 (CHCl3-MeOH, 9:1); 1H NMR (CDCl3) δ 7.89 (s, 1H), 7.85 (d, J=9.0 Hz, 2H), 6.95 (d, J=9.0 Hz, 2H), 3.89 (s, 3H); MS (ES) m/z 351 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08614237B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-fdd6a2ec3c814fa7a1e50c8889fc1d22 |
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| Source note | uspto-grants-2013_12 |
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