HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → ethyl 5-isobutoxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Bromo-2-methylpropane | HCID 6555 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178469351 | HCID 178469351 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | ethyl 5-isobutoxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate | HCID 23157226 | 87.2% |
Reaction Steps
To a mixture of ethyl 5-hydroxy-1-(2-methylphenyl)-1H-pyrazole-3-carboxylate (1.0 g, 4.06 mmol), potassium carbonate (0.84 g, 6.09 mmol) and N,N-dimethylformamide (10 mL) was added isobutyl bromide (0.49 mL, 4.47 mmol) under stirring at room temperature, and the mixture was stirred at the same temperature for 16 hr. The reaction mixture was diluted with ethyl acetate, washed with water and 5% aqueous potassium hydrogensulfate solution, dried, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-4/1) to give the title compound (1.07 g, yield 87%) as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07786165B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-7270bdbe4797467e9fe56a173eae0be5 |
| Source note | uspto-grants-2010_08 |