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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429310Generated: October 29, 2026

Tetrahydrofuran → 1-Phenylpyrene

https://huagongshe.com/reaction/1429310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
Reactant1-BromopyreneHCID 159627—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
Product1-PhenylpyreneHCID 624214—

Reaction Conditions

Temperature100 °C

Reaction Steps

1-bromopyrene (2 g, 7.11 mmol) and phenylboronic acid (1.40 g, 14.30 mmol) were put into a 2-neck round bottom flask filled with 80 ml of anhydrous tetrahydrofuran and stirred. Tetrakis(triphenylphosphine) palladium (0.41 g, 5 mol %), 20 g of potassium carbonate and 80 ml of distilled water were added into the same flask, which was then subjected to reflux at a temperature of 100° C. for 24 hours. After completion of the reaction, the tetrahydrofuran was removed and thusly generated solid was filtered. The filtered solid was recrystallized by dichloromethane and ethanol, thereby synthesizing 1-phenylpyrene (1.84 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940409B2
Source datasetuspto-grants-2015_01
ORD IDord-45ed20ab42fd4cf4b35729f710b3ae00
Source noteuspto-grants-2015_01