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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914426Generated: November 2, 2026

Dimethylformamide → HCID 86101302, compound

https://huagongshe.com/reaction/1914426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTolylboronic acidHCID 79799—
Reactant1-Bromo-7-(tert-butyl)pyreneHCID 49765730—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
ProductHCID 86101302HCID 8610130267.1%

Reaction Conditions

Temperature130 °C

Reaction Steps

Next, a mixed solution of 11.0 g of 1-bromo-7-t-butylpyrene, 5.78 g of 4-methylphenylboronic acid, 18.05 g of tripotassium phosphate, 2.74 g of tetrabutylammonium bromide, 191 mg of palladium acetate and 220 ml of dimethylformamide was heated and stirred under an argon gas stream at 130° C. for 14 hours. The solution was cooled to room temperature and 250 ml of water was poured into the solution, followed by extraction with 250 ml of dichloromethane. The organic layer was washed three times with 250 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 7.63 g of 7-t-butyl-1-(4-methylphenyl)pyrene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08610345B2
Source datasetuspto-grants-2013_12
ORD IDord-66e2dde0e5ee472592c23d17875badcb
Source noteuspto-grants-2013_12