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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028872Generated: October 30, 2026

Potassium Carbonate → 3-[4-(Benzoxazol-2-yl)phenyl]-6,9-diphenyl-9H-carbazole

https://huagongshe.com/reaction/1028872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant2-(4-Bromophenyl)benzo(d)oxazoleHCID 12846715—
Reactant6,9-Diphenyl-9H-carbazole-3-boronic Acid (contains varying amounts of Anhydride)HCID 59728585—
Catalystpalladium(II) acetateHCID 167845—
SolventChloroformHCID 6212—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-[4-(Benzoxazol-2-yl)phenyl]-6,9-diphenyl-9H-carbazoleHCID 59228040—

Reaction Conditions

Temperature90 °C

Reaction Steps

In a 100 mL three-neck flask were put 0.75 g (2.8 mmol) of 2-(4-bromophenyl)benzoxazole, 1.0 g (2.8 mmol) of 6,9-diphenyl-9H-carbazole-3-boronic acid, and 0.060 g (0.20 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 6.2 mg (0.028 mmol) of palladium(II)acetate, and the resulting mixture was stirred at 90° C. for 3 hours while being heated. After that, chloroform 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. After that, this mixture was suction filtered. The resulting filtration was suction filtered through Celite 545 (produced by Kishida Chemical Co., Ltd., Catalog No. 020-14815), whereby a filtrate was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735597B2
Source datasetuspto-grants-2014_05
ORD IDord-9d38a23a9b954daa882a9ae043af7656
Source noteuspto-grants-2014_05