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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873463Generated: November 1, 2026

HCID 58092073, compound → Benzamide

https://huagongshe.com/reaction/1873463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58092073HCID 58092073—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductBenzamideHCID 2331200.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

3-bromo-4-fluoro-N-[(trimethylsilyl)methyl]benzamide (5.0 g) was dissolved in DMF, and zinc cyanide (1.4 g) and tetrakis(triphenylphosphine)palladium (1.9 g) were added thereto under argon atmosphere. The reaction mixture was stirred for 4 hours at 90° C. The reaction mixture was returned to room temperature. The mixture was diluted with ethyl acetate and washed with a saturated aqueous sodium hydrogen carbonate solution, subsequently dried over magnesium sulfate. After filtering the reaction mixture, the solvent was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain 3-cyano-4-fluoro-N-[trimethylsilyl)methyl]benzamide (4.0 g) at a yield of 97%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304371B2
Source datasetuspto-grants-2012_11
ORD IDord-97b92e1587924208a15e34db39b0a635
Source noteuspto-grants-2012_11