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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 654449Generated: October 28, 2026

Potassium Iodide → 8-[4,4-Bis(4-fluorophenyl)-3-butenyl]-3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane

https://huagongshe.com/reaction/654449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantTriethylamineHCID 8471—
Reactant1,1'-(4-Chloro-1-butenylidene)bis[4-fluorobenzene]HCID 102392—
Reactant3-Ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decaneHCID 19814254—
SolventMethyl Ethyl KetoneHCID 6569—
Product8-[4,4-Bis(4-fluorophenyl)-3-butenyl]-3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decaneHCID 1981431368.7%

Reaction Steps

A mixture containing 7.8 g of 3-ethyl-4-methylene-2-oxo-1-oxa-3,8-diazaspiro[4,5]decane, 8.5 ml of anhydrous triethylamine, 80 ml of anhydrous methyl ethyl ketone, 0.3 g of potassium iodide and 16.7 g of 4,4-bis(4-fluorophenyl)-3-butenyl chloride is refluxed under nitrogen while stirring for 15 hours, then the solvent is distilled off under reduced pressure. After adding benzene and water to the residue, the benzene layer is washed with water to neutral, dried over anhydrous magnesium sulfate, filtered through an aluminum oxide bed and evaporated under reduced pressure. After recrystallizing the residue from ethanol, the title product is obtained in 68.7% yield, m.p.: 138°-139° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05132303
Source datasetuspto-grants-1992_07
ORD IDord-f832168ce77745aea9a1bf2969230872
Source noteuspto-grants-1992_07