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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517179Generated: November 2, 2026

Chlorotrimethylsilane → 1-((4-Cyanophenyl)(8-hydroxy-10-oxo-3-oxaspiro[5.5]undec-8-en-9-yl)methyl)-3-(3-(trifluoromethyl)phenyl)urea

https://huagongshe.com/reaction/517179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
Reactant(3-Trifluoromethylphenyl)ureaHCID 25712—
Reactant4-CyanobenzaldehydeHCID 66042—
Reactant3-Oxaspiro[5.5]undecane-8,10-dioneHCID 66680003—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product1-((4-Cyanophenyl)(8-hydroxy-10-oxo-3-oxaspiro[5.5]undec-8-en-9-yl)methyl)-3-(3-(trifluoromethyl)phenyl)ureaHCID 86732299—

Reaction Conditions

Temperature50 °C

Reaction Steps

Trimethylsilyl chloride (275 μL, 2.17 mmol) is added to a solution of 3-oxaspiro[5.5]un-decane-8,10-dione (360 mg, 1.98 mmol), 4-formylbenzonitrile (259 mg, 1.98 mmol) and 1-(3-(trifluoromethyl)phenyl)urea (403 mg, 1.98 mmol) in a mixture of N,N-dimethyl-formamide (1.5 mL) and acetonitrile (2.5 mL), and the mixture is heated at 50° C. for 1 h. The reaction mixture is cooled to room temperature and poured into a mixture of water and ice. The precipitate is filtered and dried under reduced pressure. Yield: 712 mg; ESI mass spectrum [M+H]+=500, Retention time HPLC: 1.12 min (V012_S01).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115093B2
Source datasetuspto-grants-2015_08
ORD IDord-addb74a2d7694404a6c3884650b2129a
Source noteuspto-grants-2015_08