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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551676Generated: October 31, 2026

Tetrahydrofuran → HCID 131728916, compound

https://huagongshe.com/reaction/551676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 131728917HCID 131728917—
SolventWaterHCID 962—
ProductHCID 131728916HCID 131728916—

Reaction Steps

Tetrabutyl ammonium fluoride (1.0 M tetrahydrofuran solution, 8.69 mL, 8.69 mmol) was added to a tetrahydrofuran solution (15 mL) of tert-butyl(±)-[(1R,5R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)bicyclo[3.2.0]hept-3-en-6-ylidene]acetate (2.03 g, 5.79 mmol), and the mixture was stirred at room temperature for 2 hours. To the reaction solution, water was added, followed by extraction with ethyl acetate. Then, the organic layer was washed with water and 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 (1.29 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947738B2
Source datasetuspto-grants-2011_05
ORD IDord-831fa1aab4a84dcfad65565182dc5574
Source noteuspto-grants-2011_05