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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879915Generated: October 25, 2026

Ethanol → 12-(5-bromo-2-nitrophenyl)-10,10-dimethyl-10H-indeno[2,1-b]triphenylene

https://huagongshe.com/reaction/879915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-2-iodo-1-nitrobenzeneHCID 12700217—
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-(5-bromo-2-nitrophenyl)-10,10-dimethyl-10H-indeno[2,1-b]triphenyleneHCID 8672250957%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 7.5 g (22.8 mmol) of 4-bromo-2-iodo-1-nitrobenzene, 10.7 g (22.8 mmol) of 2-(10,10-dimethyl-10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 0.29 g (0.25 mmol) of tetrakis(triphenylphosphine)palladium, 17 ml of 2M Na2CO3, 40 ml of EtOH and 100 ml toluene was degassed and placed under nitrogen, and then heated at 100° C. for 24 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. To give 7 g (yield 57%) of yellow product which was recrystallized from toluene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993130B2
Source datasetuspto-grants-2015_03
ORD IDord-e68ef33c2b1c4b18b940d6d10491983e
Source noteuspto-grants-2015_03