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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775401Generated: October 31, 2026

Ethanol → HCID 86718315, compound

https://huagongshe.com/reaction/1775401

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantHCID 58894948HCID 58894948—
Reactant10,10-dimethyl-(10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 86718312—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 86718315HCID 8671831546.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 8.3 g (20.3 mmol) of 1-(6-bromonaphthalen-2-yl)pyrene, 9.5 g (20.3 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 90° C. for 12 h. After the reaction finish, 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 6.3 g (yield 46%) of yellow product which was recrystallized from toluene. MS(m/z,FAB+); 671.5; 1H NMR (CDCl3, 400 MHz): chemical shift(ppm) 9.01 (s, 1H), 8.52˜8.45 (m, 3H), 8.25 (s, 1H), 8.10˜7.89 (m, 9H), 7.78 (d, J=8.00 Hz, 1H), 7.66˜7.49 (m, 10H), 7.44 (d, J=8.00 Hz, 1H), 7.28 (d, J=8.00 Hz, 1H), 1.84 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260363B2
Source datasetuspto-grants-2016_02
ORD IDord-f7af2a4c4e5c4253a120310b7d747a4a
Source noteuspto-grants-2016_02