Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 4-(bromomethyl)benzoate | HCID 256687 | — |
| Reactant | 3-tert-Butyl-2-pyrazolin-5-one | HCID 520421 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23157275 | HCID 23157275 | 44% |
Reaction Steps
A mixture of 5-tert-butyl-2,4-dihydro-3H-pyrazol-3-one (5.00 g, 35.7 mmol), methyl 4-(bromomethyl)benzoate (17.16 g, 74.91 mmol), potassium carbonate (10.5 g, 76.0 mmol) and N,N-dimethylformamide (50 mL) was stirred overnight at 60° C. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract washed with aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:3) to give the title compound (6.90 g, yield 44%) as a colorless oil. melting point 93-94° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07517910B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-8081945f9ee743c7bd1622db8e70da6c |
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| Source note | uspto-grants-2009_04 |
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