HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfoxonium, trimethyl-, iodide (1:1) → HCID 57810032, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfoxonium, trimethyl-, iodide (1:1) | HCID 74498 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 1,1,1-Trifluoro-4-methyl-4-[3-(2-methyl-[1,3]dioxolan-2-yl)phenyl]pentan-2-one | HCID 57810011 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 57810032 | HCID 57810032 | — |
Reaction Steps
To a solution of 1,1,1-trifluoro-4-methyl-4-[3-(2-methyl-[1,3]dioxolan-2-yl)phenyl]pentan-2-one (0.56 g, 1.8 mmol) in anhydrous DMSO (2.3 mL) was added the sodium ylide of trimethylsulfoxonium iodide (2.6 mL of a 0.8M solution in DMSO) over 5 minutes. The mixture was stirred 2 hours, quenched with water, and extracted with ethyl acetate. The combined organic layers were washed with water and brine, and dried over sodium sulfate. The solution was concentrated in vacuo to afford the yellow oil, 2-{3-[1,1-dimethyl-2-(2-trifluoromethyloxiranyl)ethyl]phenyl}-2-methyl-[1,3]dioxolane, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07579469B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-688ad17e84554d9385870f5ea7bbfb57 |
| Source note | uspto-grants-2009_08 |