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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816864Generated: November 1, 2026

Toluene → HCID 57879970, compound

https://huagongshe.com/reaction/1816864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant9-(4-Bromophenyl)carbazoleHCID 22361390—
ReactantHCID 57879964HCID 57879964—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
ProductHCID 57879970HCID 5787997038.6%

Reaction Steps

0.78 g (2.49 mmole) of 4-(2-phenylindole-1-yl)phenyl boronic acid and 0.80 g (2.48 mmole) of 9-(4-bromophenyl)carbazole were put in a 20 ml three-necked flask, and 2.5 ml of toluene, 1.5 ml of ethanol, and 2.5 ml of 2M-sodium carbonate solution were put therein, and 0.09 g (0.08 mmole) of tetrakis-(triphenylphosphine) palladium (0) was added under stirring at room temperature under nitrogen flow. Then, the mixture was refluxed with stirring for 5 hours under nitrogen flow. After the reaction was completed, the reaction mixture was cooled to room temperature and deposited crystal was separated by filtration. The crystal was washed with acetone and recrystallized with a mixed solvent of toluene/ethanol. The obtained crystal was refined by alumina column chromatography (eluent:toluene) and crystallize with methanol to give 0.49 g of a white crystal of 4-(2-phenylindole-1-yl)-4′-(carbazole-9-yl)biphenyl (Exemplary Compound No. 34)(yield: 38.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07597955B2
Source datasetuspto-grants-2009_10
ORD IDord-3f88218d47d6417394016e6ff5599050
Source noteuspto-grants-2009_10