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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467243Generated: October 27, 2026

4-Bromoanisole → 4-Methoxy-4'-methylbiphenyl

https://huagongshe.com/reaction/467243

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromoanisoleHCID 7730—
ReactantSodium p-toluenesulfinateHCID 2723791—
ReactantCalciumoxideHCID 6850728—
Catalyst1,2-Bis(diphenylphosphino)ethaneHCID 74267—
Catalystpalladium(II) acetateHCID 167845—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product4-Methoxy-4'-methylbiphenylHCID 170475975%

Reaction Steps

3.56 g (20 mmol) of sodium p-toluenesulfinate, 3.74 g (20 mmol) of p-bromoanisole, 0.0225 g (0.1 mmol) of palladium acetate, 0.0478 g (0.12 mmol) of 1,2-bis(diphenylphosphino)-ethane, 6.73 g (120 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 was analyzed by means of high performance liquid chromatography. The analysis showed that 15.0 mmol (yield 75%) of 4'-methoxy-4-methylbiphenyl was formed in the reaction mixture solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05159082
Source datasetuspto-grants-1992_10
ORD IDord-76c8b61fc81443b8a9bc8866e402b405
Source noteuspto-grants-1992_10