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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879911Generated: October 30, 2026

Ethanol → HCID 86722507, compound

https://huagongshe.com/reaction/879911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantBiphenyl-2-boronic acidHCID 4589187—
Reactant2,8-Dibromo-6,6,12,12-tetramethyl-6,12-dihydroindeno[1,2-b]fluoreneHCID 58987286—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventTolueneHCID 1140—
ProductHCID 86722507HCID 8672250757%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 14.7 g (31.5 mmol) of 2,8-dibromo-6,6,12,12-tetramethyl-6,12-dihydroindeno[1,2-b]fluorene, 6.5 g (33 mmol) of biphenyl-2-ylboronic acid, 0.36 g (0.3 mmol) of tetrakis(triphenylphosphine) palladium, 32 ml of 2M Na2CO3, 60 ml of EtOH and 150 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. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica (hexane-dichloromethane) to give product 9.7 g (17.9 mmol, 57%). 1H NMR (CDCl3, 400 MHz): chemical shift (ppm): 7.78 (d, J=8.0 Hz, 1H), 7.65˜7.61 (m, 1H), 7.56 (d, J=8.0 Hz, 1H), 7.51˜7.21 (m, 10H), 7.18 (s, 2H), 7.08˜6.99 (m, 2H), 1.83 (s, 6H), 1.81 (s, 6H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993130B2
Source datasetuspto-grants-2015_03
ORD IDord-7d5685335743400b94e0afa49b1df72d
Source noteuspto-grants-2015_03