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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914414Generated: November 3, 2026

Dimethylformamide → 7-Tert-butyl-1-phenylpyrene

https://huagongshe.com/reaction/1914414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPhenylboronic AcidHCID 66827—
Reactant1-Bromo-7-(tert-butyl)pyreneHCID 49765730—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Product7-Tert-butyl-1-phenylpyreneHCID 86101297131.5%

Reaction Conditions

Temperature130 °C

Reaction Steps

Next, a mixed solution of 2.3 g of 1-bromo-7-t-butylpyrene, 1.1 g of phenylboronic acid, 3.8 g of tripotassium phosphate, 0.58 g of tetrabutylammonium bromide, 12 mg of palladium acetate and 30 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 2 hours. The solution was cooled to room temperature and 30 ml of water was poured into the solution, followed by extraction with 50 ml of dichloromethane. The organic layer was washed twice with 20 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 1.5 g of 7-t-butyl-1-phenylpyrene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08610345B2
Source datasetuspto-grants-2013_12
ORD IDord-4c61b31a1f84426f86ba18c849d2bf80
Source noteuspto-grants-2013_12