HuagongsheHuagongshe Chemistry Print Report · For research reference only
Magnesium diiodide → (1RS,2SR,6RS,7RS)-4-(2,4,6-trimethylphenyl)-8-trimethylsilylethynyl-10-oxatricyclo-[5.2.1.02,6]decane-3,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Magnesium diiodide | HCID 5462737 | — |
| Reactant | [2-(Furan-3-yl)ethynyl]trimethylsilane | HCID 16217672 | — |
| Reactant | 2-(2,4,6-Trimethylphenyl)cyclopent-4-ene-1,3-dione | HCID 66684424 | — |
| Product | (1RS,2SR,6RS,7RS)-4-(2,4,6-trimethylphenyl)-8-trimethylsilylethynyl-10-oxatricyclo-[5.2.1.02,6]decane-3,5-dione | HCID 67283755 | — |
Reaction Steps
3-(Trimethylsilylethynyl)furan (10.0 g, 61 mmol) and magnesium iodide (1.11 g, 4 mmol) are added to 2-(2,4,6-trimethylphenyl)cyclopent-4-ene-1,3-dione (4.34 g, 20 mmol) and the mixture is stirred at room temperature for 3 days. The reaction mixture is concentrated under reduced pressure and the residue is purified by column chromatography on silica gel to give (1RS,2SR,6RS,7RS)-4-(2,4,6-trimethylphenyl)-8-trimethylsilylethynyl-10-oxatricyclo-[5.2.1.02,6]decane-3,5-dione.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754242B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-b31ccfc02a9540188627111323e0e3a6 |
| Source note | uspto-grants-2014_06 |