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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427484Generated: October 31, 2026

Dimethylformamide → 4-Fluoro-2-methylbenzonitrile

https://huagongshe.com/reaction/2427484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-Fluoro-1-iodo-2-methylbenzeneHCID 2774525—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
Product4-Fluoro-2-methylbenzonitrileHCID 3826055—

Reaction Conditions

Temperature80 °C

Reaction Steps

5-Fluoro-2-iodotoluene (3 g, 12.7 mmol) was stirred in DMF (40 mL) under argon and Zn(CN)2 (1.94 g, 16.5 mmol) and Pd(PPh3)4 (1.47 g, 1.27 mmol) were added. The reaction was stirred at 80° C. for 1.5 hours. The reaction was partitioned between ethyl acetate and water and the organic layer was washed with brine and dried over anhydrous Na2-SO4. The solvent was removed under reduced pressure to afford a yellow solid (2.90 g), confirmed by GC MS.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-18ae5adeb240434593b60ef092f81acb
Source noteuspto-grants-2011_06