Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-4-(trifluoromethyl)pyridine | HCID 144958 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 19066096 | HCID 19066096 | — |
Reaction Steps
To a solution of 2-chloro-4-trifluoromethylpyridine (1.81 g, 10 mmol) in trifluoroacetic acid (12 mL) was added 30% hydrogen peroxide (8 mL), and the mixture was stirred at 50° C. over a weekend. The reaction mixture was poured into ice-cold water, neutralized with solid Na2CO3 with stirring, and extracted with ethyl acetate three times. The combined organic layer was dried over anhydrous Na2SO4, filtered, concentrated, and dried to give 1.67 g of analytically pure 2-chloro-4-trifluoromethylpyridine N-oxide as a brown oil. 1H NMR (CDCl3): δ 8.45 (d, J=6.9 Hz, 1H), 7.77 (d, J=2.4 Hz, 1H), 7.47 (dd, J=6.9, 2.4 Hz, 1H). GC/MS: 197 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08268843B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-21f3fb1c50dd4fae956b27f6fb93d07d |
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| Source note | uspto-grants-2012_09 |
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