Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 57861964 | HCID 57861964 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24739752 | HCID 24739752 | 37.3% |
Reaction Steps
A mixture of 1-(3,4-dichlorophenyl)-3-(oxiran-2-ylmethoxy)-1H-pyrazole (0.23 g, 0.82 mmol), morpholine (72 mg, 0.82 mmol), potassium carbonate (0.34 g, 2.47 mmol) and sodium iodide (123 mg, 0.82 mmol) in dimethylformamide (6 ml) was refluxed 8 hrs and the solvent evaporated in vacuo. To the crude residue was added water and dichlorometane, the aqueous solution extracted several times with dichlorometane and the combined organic phases washed with water, dried over sodium sulphate, filtered and evaporated to dryness in vacuo. The crude dark oil obtained, 296 mg, was purified by column chromatography on silica gel (eluent: ethyl acetate/petroleum ether 1:1 to 1:0 and ethyl acetate/CH3OH 9:1) yielding 114 mg of 1-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yloxy)-3-morpholinopropan-2-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138186B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-972c415f64774b3b8b1767824d7a5d5e |
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| Source note | uspto-grants-2012_03 |
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