Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | HCID 59946906 | HCID 59946906 | — |
| Catalyst | Osmium Tetroxide | HCID 30318 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22013563 | HCID 22013563 | — |
Reaction Steps
13.2 g of 3-(3-fluoro-5-chloro-6-vinyl-2-pyridyl)-4-chloro-5-difluoromethoxy-1-methyl-[1 H]-pyrazole (Example H35) are initially introduced into a mixture of 120 ml of dioxane and 40 ml of water. 16.7 g of sodium (meta)periodate (NalO4) and a spatula-tip of osmium tetroxide are added, while stirring, and the mixture is subsequently stirred overnight at 22° C. The following day, the resulting mixture is taken up in ethyl acetate and washed first with dilute hydrochloric acid and then with brine. After drying over sodium sulfate, the mixture is filtered and the filtrate is concentrated in vacuo. After purification over a silica gel flash column (eluting agent: n-hexane/ethyl acetate 2/1), 9.4 g of the desired title compound are obtained as a white solid of melting point 120-121° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06204221B1 |
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| Source dataset | uspto-grants-2001_03 |
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| ORD ID | ord-da3aea18cdbd44249d621a82c23a88a9 |
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| Source note | uspto-grants-2001_03 |
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