HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexene, 4,4-difluoro-1-[(trimethylsilyl)oxy]- → 4,4-Difluorocyclohex-2-en-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexene, 4,4-difluoro-1-[(trimethylsilyl)oxy]- | HCID 89962723 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4,4-Difluorocyclohex-2-en-1-one | HCID 89962116 | 50.5% |
Reaction Steps
To a solution of the [(4,4-difluorocyclohex-1-en-1-yl)oxy](trimethyl)silane (3.1 g, 15.0 mmol) prepared in Example 88a in acetonitrile (25 mL), palladium acetate (4.0 g, 17.8 mmol) was added, and the mixture was stirred at room temperature for 45 minutes. The reaction solution was filtered, the filtrate was vacuum concentrated, and the residue was purified with silica gel chromatography (hexane/ethyl acetate=9:1) to yield the title compound (1.0 g, 50%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889741B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-98f4e68716674df2b71a84d4f7468771 |
| Source note | uspto-grants-2014_11 |