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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942580Generated: October 31, 2026

Water → HCID 59591529, compound

https://huagongshe.com/reaction/1942580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 11483399HCID 11483399—
ReactantHCID 131730271HCID 131730271—
CatalystTetrabutylammonium FluorideHCID 2724141—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59591529HCID 59591529—

Reaction Conditions

Temperature-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389569B2
Source datasetuspto-grants-2013_03
ORD IDord-86990b82f7f84fa2a267d2956957a678
Source noteuspto-grants-2013_03