HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551712Generated: November 1, 2026
Tetrahydrofuran → HCID 67200490, compound
https://huagongshe.com/reaction/551712
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | HCID 86646167 | HCID 86646167 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67200490 | HCID 67200490 | — |
Reaction Steps
Lithium chloride (1.97 g, 46.4 mmol), tetrakis(triphenylphosphine)palladium (0) (0.36 g, 0.31 mmol), and tributyl(vinyl)tin (2.47 mL, 8.50 mmol) were added to a tetrahydrofuran solution (60 mL) of (±)-(1R,5S)-spiro[bicyclo[3.2.0]hept-3-ene-6,2′-[1,3]dioxolan]-3-yl trifluoromethanesulfonate (2.32 g, 7.73 mmol). The mixture was heated to reflux for 2 hours, and water was then added to the reaction solution, followed by extraction with diethyl ether. The organic layer was washed with saturated saline and dried over anhydrous sodium sulfate. The residue was filtered and concentrated under reduced pressure. Then, the obtained crude product was purified by silica gel column chromatography to obtain the compound of interest as an oil substance (990 mg, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07947738B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-19c6c023a7dd489aa650eb363d4f782c |
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| Source note | uspto-grants-2011_05 |
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