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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368914Generated: October 30, 2026

Acetonitrile → Benzonitrile, 4-[1-[(trimethylsilyl)methyl]ethenyl]-

https://huagongshe.com/reaction/368914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium CarbonateHCID 11430—
ReactantAllyltrimethylsilaneHCID 69808—
Reactant4-Cyanophenyl trifluoromethanesulfonateHCID 550182—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventWaterHCID 962—
ProductBenzonitrile, 4-[1-[(trimethylsilyl)methyl]ethenyl]-HCID 1072743154%

Reaction Steps

Table 1, Entry 8. In the reaction tube were mixed 4-cyanophenyl triflate (0.251 g,1.0 mmol), allyltrimethylsilane (0.571 g, 5.0 mmol), palladium acetate (0.00673 g, 0.030 mmol), DPPF (0.0366 g, 0.066 mmol), potassium carbonate (0.207 g, 1.5 mmol) and 1.0 ml acetonitrile.under nitrogen. The contents of the flask were irradiated for 5.00 min with an effect of 50 W. After cooling, the product mixture was poured into 25 ml water and was extracted three times with 25 ml diethyl ether. The combined extracts were washed two times with 25 ml saline and concentrated to an oil. The crude product was purified by repeated Kugelrohr distillation. The yield was 54% (clear oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06136157
Source datasetuspto-grants-2000_10
ORD IDord-91b4d7b83a464010a1435615e0c99d05
Source noteuspto-grants-2000_10