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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914422Generated: November 1, 2026

Dimethylformamide → HCID 86101313, compound

https://huagongshe.com/reaction/1914422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPyrene, 1,6-Dibromo-HCID 176470—
Reactant4-Methyl-1-naphthaleneboronic acidHCID 2773511—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
ProductHCID 86101313HCID 86101313126.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixed solution of 2 g of 1,6-dibromopyrene, 2 g of 4-methyl-1-naphthaleneboronic acid, 2.9 g of tripotassium phosphate, 0.59 g of tetrabutylammonium bromide, 40 mg of palladium acetate and 100 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 9 hours. The solution was cooled to room temperature and 500 ml of water was poured into the solution, followed by extraction with 200 ml of dichloromethane. The organic layer was washed twice with 100 ml of water, dried over magnesium sulfate and then concentrated by evaporation. The resulting concentrate was recrystallized from toluene and then vacuum-dried at 70° C. to obtain 1.7 g of 1,6-di(4-methylnaphthalen-1-yl)pyrene as an opaque white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08610345B2
Source datasetuspto-grants-2013_12
ORD IDord-633e0b737d0b4e66bfaaca14e2edbe8c
Source noteuspto-grants-2013_12