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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551712Generated: November 1, 2026

Tetrahydrofuran → HCID 67200490, compound

https://huagongshe.com/reaction/551712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTributylvinyltinHCID 81998—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 86646167HCID 86646167—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 67200490HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947738B2
Source datasetuspto-grants-2011_05
ORD IDord-19c6c023a7dd489aa650eb363d4f782c
Source noteuspto-grants-2011_05