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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404883Generated: October 31, 2026

Dimethylformamide → 7-Tert-butyl-1-phenylpyrene

https://huagongshe.com/reaction/1404883

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

Then, a mixed solution of 2.3 g (content 79.2%) 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 at 130° C. for 2 hours under a nitrogen stream. After the mixture was cooled to room temperature, 30 ml of water was added, and this was extracted with 50 ml of dichloromethane. The organic layer was washed with 20 ml of water two times, dried with magnesium sulfate, and evaporated. This was purified by silica gel column chromatography, and vacuum-dried to obtain 1.5 g of 7-t-butyl-1-phenylpyrene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916275B2
Source datasetuspto-grants-2014_12
ORD IDord-ece24dec335c41aebb3eac9af21f1842
Source noteuspto-grants-2014_12