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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553858Generated: November 3, 2026

Ethyl Acetate → HCID 24781467, compound

https://huagongshe.com/reaction/553858

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 69067170HCID 69067170—
SolventTetrahydrofuranHCID 8028—
ProductHCID 24781467HCID 2478146746.5%

Reaction Steps

TBAF (1.0 M solution in THF, 194 μL) was added to a solution of (E)-(6S*,8S*,9aR*)-8-(tert-butyldimethylsilanyloxy)-6-phenyl-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]octahydroquinolizin-4-one (36.0 mg) in THF (mL), and the reaction solution was stirred at room temperature overnight. A saturated ammonium chloride solution and ethyl acetate were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane-ethyl acetate system->ethyl acetate-methanol system) to obtain 13.3 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048878B2
Source datasetuspto-grants-2011_11
ORD IDord-2a42b8cb27ea4a619549ee954d524b1e
Source noteuspto-grants-2011_11