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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369758Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 59795539, compound

https://huagongshe.com/reaction/2369758

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
ReactantPyrene, 1,6-Dibromo-HCID 176470—
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59795539HCID 5979553999%

Reaction Conditions

Temperature90 °C

Reaction Steps

Under an atmospheric argon gas flow, 1,6-dibromopyrene in an amount of 10.3 g (28.6 millimole), 2-naphthylboronic acid in an amount of 11.8 g (68.7 millimole), tetrakis(triphenylphosphine)palladium(0) in an amount of 0.66 g (2% by mole), sodium carbonate aqueous solution in an amount of 43 milliliter (59.4 millimole, 2M), dimethoxyethane (DME) in an amount of 100 milliliter and dried THF in an amount of 70 milliliter were placed into a three-neck flask equipped with a cooling pipe and having a capacity of 200 milliliter, and the resultant solution was stirred with heating at a temperature of 90° C. for 8 hours. After the completion of the reaction, adding 50 milliliter of water, precipitated crystal was separated by filtration and washed with the use of 50 milliliter of water and 100 milliliter of ethanol, and as a result, 13.2 g of 1,6-di(2-naphthyl)pyrene (pale yellow powder) was obtained (the yield: 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08709613B2
Source datasetuspto-grants-2014_04
ORD IDord-e256a40bc67c4ad7b742983318493271
Source noteuspto-grants-2014_04