Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 4-Benzyl-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one | HCID 67351691 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67349738 | HCID 67349738 | — |
Reaction Steps
N-Hydroxysuccinimide (1.06 g) was dissolved in tetrahydrofuran (10 g) at room temperature. Triethylamine (0.936 g) and ethyl chloroformate (1.00 g) were added to the solution successively. After stirring the reaction mixture at room temperature for 30 minutes, 4-benzyl-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one (2.00 g) was added to the mixture at room temperature. After the reaction mixture was stirred at room temperature for 13 hours, the reaction mixture was stirred at 50° C. for 6 hours. The insoluble materials were removed, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=4/1) to give 4-benzyl-1-ethoxycarbonyl-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022192B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-096bef241be745008c3f90ba77613bc3 |
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| Source note | uspto-grants-2011_09 |
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