Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| Reactant | HCID 58542588 | HCID 58542588 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58542538 | HCID 58542538 | 69.5% |
Reaction Steps
At −10° C., 0.52 ml (3.9 mmol) of diethylaminosulphur trifluoride is added dropwise to a solution of 1.00 g (3.57 mmol) of ethyl 3-(2-hydroxypropan-2-yl)-1-methyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxylate in 20 ml of dichloromethane. The mixture is afterstirred for one hour at −10° C., sodium carbonate is added, and the mixture is stirred for 10 minutes at room temperature. After adding saturated sodium carbonate solution, extraction is carried out with dichloromethane, and the combined organic phases are dried over sodium sulphate and concentrated by evaporation in vacuo on a rotary evaporator. Purification by flash chromatography on silica gel (cyclohexane/ethyl acetate) gives 700 mg of ethyl 3-(2-fluoropropan-2-yl)-1-methyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxylate (67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946234B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-a2382d03240f42948064c0e487af4433 |
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| Source note | uspto-grants-2015_02 |
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