Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 1H-Pyrazole-3-carboxylic acid, 5-ethyl-, ethyl ester | HCID 8027614 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66958661 | HCID 66958661 | — |
Reaction Steps
Propyl iodide (0.43 mL, 4.46 mmol) and a solution of sodium ethoxide in ethanol (21%, 0.95 g, 3.27 mmol) were added to a solution of ethyl 5-ethyl-1H-pyrazole-3-carboxylate (0.5 g, 2.97 mmol) in ethanol (5 mL) at ambient temperature. The reaction was stirred overnight, and additional propyl iodide (0.05 mL) and sodium ethoxide in ethanol (21%, 0.1 g) were added. After 3 hours, the solvent was removed under reduced pressure and the residue was partitioned between an aqueous sodium chloride solution and methyl tert-butyl ether. The aqueous phase was extracted with methyl tert-butyl ether twice. The organic phases were combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure to yield impure ethyl 5-ethyl-1-propyl-1H-pyrazole-3-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09145410B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-dd2c0c8cebb14986ac4bb935bfe0192a |
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| Source note | uspto-grants-2015_09 |
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