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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753701Generated: October 26, 2026

Ethanol → 2,7-bis(5-methoxybiphenyl-2-yl)-9,9-dimethyl-9H-fluorene

https://huagongshe.com/reaction/1753701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2,7-Dibromo-9,9-dimethylfluoreneHCID 12123876—
Reactant(4-Methoxy-2-phenylphenyl)boronic acidHCID 85664000—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2,7-bis(5-methoxybiphenyl-2-yl)-9,9-dimethyl-9H-fluoreneHCID 8673000167%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 3.52 g (10 mmol) of 2,7-dibromo-9,9-dimethyl-9H-fluorene, 5.5 g (24 mmol) of 5-methoxybiphenyl-2-ylboronic acid, 0.12 g (0.1 mmol) of tetrakis(triphenylphosphine)palladium, 15 ml of 2M Na2CO3, 20 ml of EtOH and 60 ml toluene was degassed and placed under nitrogen, and then heated at 110° C. for 8 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The reaction mixture was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was evaporated in vacuum. The residue was purified by column chromatography on silica(hexane-dichloromethane) afforded a white solid (3.7 g, 6.7 mmol, 67%); 1H NMR (CDCl3, 400 MHz): chemical shift (ppm) 7.57 (d, J=8.00 Hz, 2H), 7.45 (d, J=9.20 Hz, 2H), 7.21˜7.14 (m, 12H), 7.00˜6.98 (m, 4H), 6.88 (s, 2H), 3.89 (s, 6H), 0.89 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09166177B2
Source datasetuspto-grants-2015_10
ORD IDord-a6fe55e51823493db529d86b94f5fb20
Source noteuspto-grants-2015_10