Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(4-[1,2,3]Triazol-1-yl-butyl)phenol | HCID 12109494 | — |
| Reactant | HCID 69423427 | HCID 69423427 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 69424149 | HCID 69424149 | 50% |
Reaction Steps
A mixture of 0.16 g (0.74 mmol) 4-(4-[1,2,3]triazol-1-yl-butyl)-phenol and 0.14 g cesium carbonate in 20 ml 2-butanone was stirred at 60° C. for 30 min, then 0.20 g (0.74 mmol) 4-chloromethyl-2-[2-(4-chloro-3-fluoro-phenyl)-vinyl]-oxazole and 0.123 g (0.74 mmol) potassium iodide were added and stirring at 60° C. continued over night. After evaporation, 15 ml water was added and the mixture extracted thrice with 15 ml ethyl acetate. The combined organic layers were washed with 1N sodium hydroxide and water, dried over sodium sulfate and evaporated to give 350 mg raw material which was purified on silica gel. Elution with heptane/ethyl acetate 1:1 yielded 167 mg (50%) 1-[4-(4-{2-[2-(E)-(4-chloro-3-fluoro-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-butyl]-1H-[1,2,3]triazole as white solid melting at 146-149° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07247649B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-3f75a02de08a4fe5b21e32596047f5d7 |
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| Source note | uspto-grants-2007_07 |
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