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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914394Generated: November 2, 2026

Dimethylformamide → HCID 86101356, compound

https://huagongshe.com/reaction/1914394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPyrene, 1,6-Dibromo-HCID 176470—
Reactant4-tert-Butylphenylboronic acidHCID 2734320—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
ProductHCID 86101356HCID 8610135630.5%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixed solution of 2 g of 1,6-dibromopyrene, 1 g of 4-t-butylphenylboronic acid, 2.4 g of tripotassium phosphate, 0.4 g of tetrabutylammonium bromide, 22 mg of palladium acetate and 60 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 6 hours. The solution was cooled to room temperature and 30 ml of water was poured into the solution, followed by extraction with 100 ml of dichloromethane. The organic layer was washed twice with 50 ml of water, dried over magnesium sulfate and then evaporated. The concentrate was purified by silica gel column chromatography and then vacuum-dried to obtain 0.7 g of 1-bromo-6-(4-t-butylphenyl)pyrene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08610345B2
Source datasetuspto-grants-2013_12
ORD IDord-f16b8076c9264cbebd15d232c40254b6
Source noteuspto-grants-2013_12