Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroquinone | HCID 785 | — |
| Reactant | (S)-1-(2-fluorophenyl)-2-((1,1,1-trifluorobut-3-en-2-yl)oxy)ethanone oxime | HCID 86668362 | — |
| Product | HCID 67610270 | HCID 67610270 | 108.6% |
Reaction Steps
(S)-1-(2-Fluorophenyl)-2-((1,1,1-trifluorobut-3-en-2-yl)oxy)ethanone oxime (40.54 g) was dissolved in xylenes (400 mL) and hydroquinone (4.0 g) was added. The reaction mixture was heated to reflux (heating block temperature 140° C.) for 22 hrs, then cooled and evaporated. The residue was purified by silica gel column chromatography (1% to 30% EtOAc in hexanes) to obtain the title compound (28.76 g). 1H NMR (400 MHz, CDCl3) δ ppm: 3.71-3.81 (m, 1H), 4.04-4.35 (m, 3H), 4.51-4.62 (m, 1H), 5.38-5.54 (m, 1H), 7.07-7.26 (m, 2H), 7.32-7.42 (m, 1H), 7.54-7.67 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09139594B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-677d157456754b0a80b09d4b39fe4c65 |
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| Source note | uspto-grants-2015_09 |
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