Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 11483399 | HCID 11483399 | — |
| Reactant | HCID 131730271 | HCID 131730271 | — |
| Catalyst | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59591529 | HCID 59591529 | — |
Reaction Steps
Trimethyl-(1-methylene-tetradecyloxy)-silane (176 mg, 0.6 mmol) and the enone 21 (176 mg, 0.3 mmol) are dissolved in 2 mL of anhydrous THF and the solution is cooled down to −78° C. Two drops of tetrabutylammonium fluoride (1 M in THF) are injected. The mixture is stirred for 1 h at this temperature, then the solution is left to return to ambient temperature under stirring. After the addition of water and extraction with ethyl acetate, the product is dried and the solvent is evaporated off. The residue is purified by flash chromatography in order to produce compound 22.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08389569B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-86990b82f7f84fa2a267d2956957a678 |
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| Source note | uspto-grants-2013_03 |
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