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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897397Generated: October 29, 2026

Toluene → HCID 12104084, compound

https://huagongshe.com/reaction/1897397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDichloromethaneHCID 6344—
ReactantPinacolHCID 6425—
ReactantHexaneHCID 8058—
Reactant[9,9-Bis(2-ethylhexyl)-9H-fluorene-2,7-diyl]diboronic acidHCID 3463751—
ProductHCID 12104084HCID 1210408437.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

Pinacol (0.43 g, 3.66 mmol) and 9,9-di(2′-ethylhexyl)fluorene-2,7-diboronic acid (0.5 g, 1.05 mmol) were dissolved in anhydrous toluene (30 mL) and, after heating to 80° C., the mixture was stirred for 4 hours. After the reaction was terminated, the produced compound was extracted with distilled water and dichloromethane, dried with anhydrous MgSO4 and filtered under reduced pressure. The final product 2,7-bis(4,4,5,5,-tetramethyl[1.3.2]dioxaborolan-2-yl)-9,9-bis(2-ethylhexyl)-fluorene (0.28 g, yield: 37.7%) was obtained by column chromatography (n-hexane:dichloromethane=3:1). 1H NMR (300 MHz, CDCl3, ppm): δ 7.84-7.69 (m, 6H), 2.00 (d, J=5.3 Hz, 4H), 1.36 (s, 24H), 0.86-0.50 (m, 22H), 0.48-0.45 (m, 8H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519087B2
Source datasetuspto-grants-2013_08
ORD IDord-3120b9e3969b4aebbb85d78401055b98
Source noteuspto-grants-2013_08