Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl bromide | HCID 10482 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86223897 | HCID 86223897 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 86223898 | HCID 86223898 | 72% |
Reaction Steps
Acetyl bromide (14 mL) was added to a solution of 4-nitro-2,6-bis-(2,2,2-trifluoro-ethyl)-pyridine 1-oxide (2.7 g, 8.9 mmol) dissolved in AcOH (25 mL). The reaction mixture was heated to 90° C. for 5 hours. The reaction was cooled to room temperature, poured into ice, made basic with NaOH pellets and extracted with EtOAc. The organic layers were washed with brine, dried over Na2SO4 and concentrated to a red oil. Purification by flash column chromatography (0% to 30% EtOAc in hexanes) gave the product as a yellow oil (2.18 g, 72%). 1H NMR (400 MHz, CDCl3): δ 3.92 (t, J=10.1 Hz, 4 H), 7.59 (s, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08268835B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-343a685f429748a7a4fefae5c8b27353 |
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| Source note | uspto-grants-2012_09 |
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