Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium | HCID 5462222 | — |
| Reactant | Methyl 2-(2-fluorophenyl)-2-oxoacetate | HCID 10856111 | — |
| Reactant | HCID 178516414 | HCID 178516414 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 15376176 | HCID 15376176 | — |
Reaction Steps
A solution of 4.2 g of methyl 2-fluorophenylglyoxalate in 30 ml of anhydrous dimethyl sulfoxide was added dropwise to a solution of 5.0 g of the potassium salt of 1-(4-chlorophenyl)-3-hydroxy-pyrazole in 30 ml of anhydrous dimethyl sulfoxide. The batch was heated at 60° C. for 3.5 more hours, cooled and divided into two halves. One half was poured into ice-water/methyl tert-butyl ether for working-up. After the organic phase had been separated off, the aqueous phase was extracted three more times with methyl tert-butyl ether. The combined organic phases were dried over sodium sulfate and concentrated. The crude product was purified by chromatography over silica gel (eluent heptane/ethyl acetate 80/20→70/30). This gave 1.0 g of the title compound as a pale oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06075149 |
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| Source dataset | uspto-grants-2000_06 |
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| ORD ID | ord-2269476fac1d47fd92f86e5dd0c34ad2 |
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| Source note | uspto-grants-2000_06 |
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