Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 67384919 | HCID 67384919 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67384081 | HCID 67384081 | 15.2% |
Reaction Steps
To a solution of 4-phenyl-5-propyl-1H-pyrazole (1.43 g, 7.68 mmol) in acetonitrile (38.0 mL), was added N-bromosuccinimide (1.50 g, 8.45 mmol). The reaction mixture was stirred at 82° C. After 16 h, the reaction mixture was quenched with 2 M Na2CO3 (aq.) to pH 12 and the organics were separated. The aqueous layer was extracted with EtOAc (3×). The combined organics were dried over MgSO4, filtered and concentrated to give a dark oil. This oil was purified by silica gel flash chromatography to give the title compound as a yellow oil (0.310 g). LCMS m/z=265.1, 267.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09012478B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-948d8f67111f45a7967fb5faef1cbe4a |
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| Source note | uspto-grants-2015_04 |
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