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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466614Generated: October 27, 2026

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

https://huagongshe.com/reaction/466614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant1,1'-(4-Chloro-1-butenylidene)bis[4-fluorobenzene]HCID 102392—
Reactant4-Methylene-2-oxo-3-phenyl-1-oxa-3,8-diazaspiro[4,5]decaneHCID 19814277—
SolventMethyl Isobutyl KetoneHCID 7909—
Product8-[4,4-Bis(4-fluorophenyl)-3-butenyl]-4-methylene-2-oxo-3-phenyl-1-oxa-3,8-diazaspiro[4,5]decaneHCID 1981424083.5%

Reaction Steps

A mixture containing 8.4 g of 4-methylene-2-oxo-3-phenyl-1-oxa-3,8-diazaspiro[4,5]decane, 18.4 g of 4,4-bis(4-fluorophenyl)-3-butenyl chloride, 0.3 g of potassium iodide, 9.2 g of anhydrous potassium carbonate and 81 ml of methyl isobutyl ketone is mildly refluxed under argon while stirring for 12 hours. After cooling down and filtering off the inorganic salts, the precipitate is washed with methyl isobutyl ketone, the filtrate is washed with water to neutral, dried over anhydrous magnesium sulfate, then the solvent is evaporated under reduced pressure. After triturating the evaporation residue with n-hexane, the precipitate is filtered and recrystallized from ethanol to give the title compound in 83.5% yield, m.p.: 136.5°-137.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05157038
Source datasetuspto-grants-1992_10
ORD IDord-55658fc1fb054cf38eeeaa6fa3f197da
Source noteuspto-grants-1992_10