HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → methyl 5-(4-(1H-pyrazol-1-yl)benzyl)-3-fluoro-2-formyl-4-methylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | methyl 5-(4-(1H-pyrazol-1-yl)benzyl)-3-fluoro-4-methyl-2-vinylbenzoate | HCID 118468164 | — |
| Catalyst | Oxoosmium | HCID 142273 | — |
| Solvent | Water | HCID 962 | — |
| Product | methyl 5-(4-(1H-pyrazol-1-yl)benzyl)-3-fluoro-2-formyl-4-methylbenzoate | HCID 118468398 | — |
Reaction Steps
To a mixture of methyl 5-(4-(1H-pyrazol-1-yl)benzyl)-3-fluoro-4-methyl-2-vinylbenzoate (7.97 g), acetone (93.0 mL), acetonitrile (93.0 mL) and water (93.0 mL) were added osmium oxide (fixed catalyst I) (2.89 g) and sodium periodate (24.3 g) at room temperature, and the mixture was stirred overnight at the same temperature. The insoluble substance was removed by filtration, and the filtrate was diluted with ethyl acetate. The solution was washed with saturated brine, the organic layer was and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (7.97 g) as a crude product. This compound was used in the next step without an additional purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315458B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-599f0756535b49079537b8e2af3c1661 |
| Source note | uspto-grants-2016_04 |