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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553971Generated: October 30, 2026

Ethyl Acetate → HCID 24781469, compound

https://huagongshe.com/reaction/553971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 69074037HCID 69074037—
SolventTetrahydrofuranHCID 8028—
ProductHCID 24781469HCID 2478146987.7%

Reaction Steps

TBAF (1.0 M solution in THF, 1.15 mL) was added to a solution of (E)-(6S*,8S*,9aR*)-8-(tert-butyldimethylsilanyloxy)-6-(4-fluorophenyl)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]octahydroquinolizin-4-one (330 mg) in THF (5.0 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 232 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-13794416415e4527b65de8ad12af28df
Source noteuspto-grants-2011_11