Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467242Generated: October 30, 2026

4-Chlorobenzonitrile → (1,1'-Biphenyl)-4-carbonitrile, 4'-methyl-

https://huagongshe.com/reaction/467242

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzonitrileHCID 12163—
ReactantSodiumHCID 5360545—
ReactantCalciumoxideHCID 6850728—
Catalyst1,2-Bis(diphenylphosphino)ethaneHCID 74267—
Catalystpalladium(II) acetateHCID 167845—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(1,1'-Biphenyl)-4-carbonitrile, 4'-methyl-HCID 17088949%

Reaction Steps

3.56 g (20 mmol) of sodium p-tolunesulfinate, 2.75 g (20 mmol) of p-chlorobenzonitrile, 0.0225 g (0.1 mmol) of palladium acetate, 0.0478 g (0.12 mmol) of 1,2-bis(diphenylphosphino) ethane, 11.2 g (200 mmol) of calcium oxide and 60 ml of N-methyl-2-pyrrolidone were placed in a 100 ml round bottom flask and reacted at 150° C. in a nitrogen gas stream for 6 hours. After the completion of the reaction, the reaction mixture solution was analyzed by means of high performance liquid chromatography. The analysis showed that 4.9 mmol (yield 25%) of 4'-cyano-4-methyl-biphenyl was formed in the reaction mixture solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05159082
Source datasetuspto-grants-1992_10
ORD IDord-f6e92040a2934cdd8f97da5246c2a4cd
Source noteuspto-grants-1992_10