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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1740674Generated: October 31, 2026

Benzene → 4-Methoxy-3'-fluoro-4"-cyanoterphenyl

https://huagongshe.com/reaction/1740674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-fluoro-4'-cyanobiphenylHCID 12040611—
Reactant(4-Methoxyphenyl)borateHCID 86645335—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
Product4-Methoxy-3'-fluoro-4"-cyanoterphenylHCID 13172141447.5%

Reaction Steps

A solution of 7.6 g of 4-methoxyphenyl borate dissolved in 60 ml of ethanol was dropped at room temperature into a mixture containing 13 g of 4-bromo-2-fluoro-4'-cyanobiphenyl, 0.5 g of tetrakis (triphenylphosphine) palladium, 90 ml benzene and 70 ml of a 2M potassium carbonate aqueous solution. This was then refluxed for five hours and cooled to room temperature, the reaction liquid was extracted with chloroform and washed three times with water, and the chloroform was removed. The residue that was obtained underwent vacuum distillation, and then was recrystallized from acetone to yield 6.6 g of 4-methoxy-3'-fluoro-4"-cyanoterphenyl. This compound exhibited a nematic liquid crystal phase, with a C-N point of 126° C. and an N-I point of 247.3° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05972240
Source datasetuspto-grants-1999_10
ORD IDord-3f7d34c202ba4fe882c3f5883b1d56a5
Source noteuspto-grants-1999_10