Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | HCID 58042473 | HCID 58042473 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58042375 | HCID 58042375 | 91.2% |
Reaction Steps
Hydrogen peroxide (1.29 mL, 13.33 mmol, 35% solution) was added to a solution of 2-(2,2,3,3-tetrafluoropropoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine (Preparation 261, 4.45 g, 11.04 mmol) in methanol (50 mL) at 0° C. (ice-bath) and the reaction mixture was allowed to warm to room temperature. After 3 hours, the reaction was quenched with 1M solution of sodium thiosulfate and then methanol was removed in vacuo. The residue was partitioned between ethyl acetate and water, the organic layer was dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated in vacuo. The crude product was purified by flash chromatography on silica gel eluting with 30% heptane in ethyl acetate to give the title compound as a oil (2.95 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08592629B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-3eafdac8b90d4223a341aee0d1682e2b |
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| Source note | uspto-grants-2013_11 |
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