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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852557Generated: October 30, 2026

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

https://huagongshe.com/reaction/1852557

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—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
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 g (32 mmol) of 2-(10,10-dimethyl-10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetra methyl-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 numberUS08962160B2
Source datasetuspto-grants-2015_02
ORD IDord-85e25a59d33a454da2cb3af87001bd09
Source noteuspto-grants-2015_02