HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-Chloro-3-(4-methoxy-3-methylphenyl)-1,4-dimethyl-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Trimethylsilane | HCID 70435 | — |
| Reactant | 5-Chloro-3-(4-methoxy-3-methylphenyl)-1-methyl-1H-pyrazole-4-carboxaldehyde | HCID 118001280 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Chloro-3-(4-methoxy-3-methylphenyl)-1,4-dimethyl-1H-pyrazole | HCID 118001328 | 98.5% |
Reaction Steps
At 0° C., a mixture of 5-chloro-4-formyl-3-(4-methoxy-3-methyl-phenyl)-1-methyl-1H-pyrazole (described in Reference Preparation example 91) 0.3 g and trifluoroacetic acid 10 ml was added trimethylsilane 0.27 g. The resulting mixture was stirred at room temperature for three hours, and thereto was added water 5 ml. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and was dried over anhydrous magnesium sulfate, and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 5-chloro-3-(4-methoxy-3-methyl-phenyl)-1,4-dimethyl-1H-pyrazole 0.28 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09314023B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-89ee07d7c92b40e98ba3bad38672f47c |
| Source note | uspto-grants-2016_04 |