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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 468976Generated: October 29, 2026

Toluene → HCID 59609503, compound

https://huagongshe.com/reaction/468976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
ReactantHCID 68625661HCID 68625661—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventChloroformHCID 6212—
ProductHCID 59609503HCID 5960950371.5%

Reaction Steps

To 4.6 g of the 4′-(4-bromophenyl)-6-(5H-pyrido[4,3-b]indol-5-yl)-[2,2′;6′,2″]terpyridine obtained in Example 4 were added 1.4 g of 2-naphthaleneboronic acid, 0.5 g of tetrakis(triphenylphosphine)palladium, 21 mL of a 2 M aqueous potassium carbonate solution, 72 mL of toluene, and 18 mL of ethanol, followed by heating with reflux while stirring for 6 hours. After cooling to room temperature, a precipitate was collected by filtration. To the precipitate, 200 mL of o-dichlorobenzene was added and insoluble matter was removed by filtration. The filtrate was concentrated under a reduced pressure to obtain a concentrate. The concentrate was dissolved in chloroform and subjected to adsorptive purification with NH silica gel. Thereafter, the filtrate was concentrated under a reduced pressure to obtain a crude product. The crude product was washed with ethyl acetate to obtain 3.5 g (yield, 69%) of 4′-(4-naphthalen-2-yl-phenyl)-6-(5H-pyrido[4,3-b]indol-5-yl)-[2,2′;6′,2″]terpyridine (Compound 134) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08624228B2
Source datasetuspto-grants-2014_01
ORD IDord-6c3766933ad047c4b89a361f39fa1757
Source noteuspto-grants-2014_01