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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 578601Generated: October 25, 2026

Ethanol → 12-(4-bromophenyl)-10,10-dimethyl-10H-indeno[2,1-b]triphenylene

https://huagongshe.com/reaction/578601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1,4-DibromobenzeneHCID 7804—
ReactantSodium CarbonateHCID 10340—
Reactant10,10-dimethyl-(10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 86718312—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
Product12-(4-bromophenyl)-10,10-dimethyl-10H-indeno[2,1-b]triphenyleneHCID 8672361953%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 6.6 g (28 mmol) of 1,4-dibromobenzene, 15.1 (32 mmol) of 2-(10,10-dimethyl-10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-teramethyl-1,3,2-dioxaborolane, 0.32 g (0.28 mmol) of Tetrakis(triphenylphosphine)palladium, 22 ml of 2M Na2CO3, 60 ml of EtOH and 130 ml toluene was degassed and placed under nitrogen, and then heated at 90° C. for 12 h. After finishing the reaction, the mixture was allowed to cool to room temperature. Than 500 ml MeOH was added, while stirring and the precipitated product was filtered off with suction and the residue was purified by column chromatography on silica (hexane-dichloromethane) to give product 7.4 g (53%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040174B2
Source datasetuspto-grants-2015_05
ORD IDord-f21de77e2534442eb4877e530f829d2f
Source noteuspto-grants-2015_05