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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028871Generated: October 30, 2026

Potassium Carbonate → 3-[4-(Benzoxazol-2-yl)phenyl]-9-phenyl-9H-carbazole

https://huagongshe.com/reaction/1028871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant2-(4-Bromophenyl)benzo(d)oxazoleHCID 12846715—
Reactant9-Phenyl-9H-carbazole-3-boronic acidHCID 51358450—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-[4-(Benzoxazol-2-yl)phenyl]-9-phenyl-9H-carbazoleHCID 59228051—

Reaction Conditions

Temperature100 °C

Reaction Steps

In a 100 mL three-neck flask were put 0.95 g (3.5 mmol) of 2-(4-bromophenyl)benzoxazole, 1.0 g (3.5 mmol) of 9-phenyl-9H-carbazole-3-boronic acid, and 0.074 g (0.24 mmol) of tri(ortho-tolyl)phosphine. To this mixture were added 15 mL of 1,2-dimethoxyethane (abbreviation: DME) and 5 mL of a 2M potassium carbonate aqueous solution. This mixture was degassed under reduced pressure, and then the atmosphere in the flask was replaced with nitrogen. To this mixture was added 7.8 mg (0.035 mmol) of palladium(II)acetate, and the resulting mixture was stirred at 100° C. for 5 hours. After that, toluene was added to this mixture, and this suspension was washed with a saturated aqueous sodium carbonate solution and saturated brine in that order. Then, magnesium sulfate was added to the organic layer to dry it. Next, this mixture was suction filtered, whereby a filtrate was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735597B2
Source datasetuspto-grants-2014_05
ORD IDord-f838151a5a0643c1a27a6b4fcc1244e6
Source noteuspto-grants-2014_05