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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1674300Generated: November 1, 2026

1,4-Dioxa-8-azaspiro(4.5)decane → HCID 57460954, compound

https://huagongshe.com/reaction/1674300

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dioxa-8-azaspiro(4.5)decaneHCID 67435—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 57460953HCID 57460953—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 57460954HCID 5746095461.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 4′-{[1-(4-bromophenyl)-2-ethyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile (1.6 g), 1,1′-binaphthalene-2,2′-diylbis(diphenylphosphine) (0.29 g), 1,4-dioxa-8-azaspiro[4.5]decane (0.9 g) and sodium tert-butoxide (0.45 g) in toluene (40 mL) was added tris(dibenzylideneacetone)dipalladium (0.14 g), and the mixture was stirred at 100° C. for 12 hr under an argon atmosphere. The reaction mixture was diluted with ethyl acetate, and the insoluble material was filtered off through celite. The filtrate was washed with 1 M hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound as a colorless solid (1.1 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998968B2
Source datasetuspto-grants-2011_08
ORD IDord-2974c6b0cb9f4246a4aec952229669c3
Source noteuspto-grants-2011_08