HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → Methyl 5-(4-(difluoromethoxy)benzyl)-2-formyl-3,4-dimethylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | Methyl 5-(4-(difluoromethoxy)benzyl)-3,4-dimethyl-2-vinylbenzoate | HCID 118468320 | — |
| Catalyst | Oxoosmium | HCID 142273 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 5-(4-(difluoromethoxy)benzyl)-2-formyl-3,4-dimethylbenzoate | HCID 118468382 | — |
Reaction Steps
To a solution of methyl 5-(4-(difluoromethoxy)benzyl)-3,4-dimethyl-2-vinylbenzoate (0.16 g) in a mixed solvent of acetone (3.00 mL)-acetonitrile (3.00 mL)-water (3.00 mL) were added osmium oxide (fixed catalyst I) (0.06 g) and sodium periodate (0.49 g), and the mixture was stirred overnight at room temperature. The reaction mixture was filtered, and the filtrate was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.04 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315458B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-81e282fbce6441f194b36ee011138656 |
| Source note | uspto-grants-2016_04 |