Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | 181371-35-7 | HCID 341367 | — |
| Reactant | Calcium Hydroxide | HCID 6093208 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67229850 | HCID 67229850 | 66.8% |
Reaction Steps
2-(4-Fluorophenyl)-5-methyl-1H-pyrazol-3(2H)-one (20.3 g, 0.105 mol) and calcium hydroxide (17.2 g, 0.232 mol) were suspended in anhydrous 1,4-dioxane (200 mL). The resulting suspension was heated at 50° C. for 20 minutes. The heated suspension was cooled to 10° C. and a solution of benzyl chloroformate (14.9 mL, 0.105 mol) in dioxane (10 mL) was added. The resulting reaction mixture was heated at 90° C. for 3 hours. Upon completion of the reaction, the reaction mixture was slowly cooled to 0° C. After adding 1 M hydrochloric acid, the mixture was stirred at room temperature overnight. Then, the produced solid was collected by filtration, washed with cold ethanol and ether, and dried in vacuum to give the target compound (22.88 g, 66% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957102B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-5faa5a7a87bb4f4fb88bae2e4bb8890e |
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| Source note | uspto-grants-2015_02 |
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