Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179846Generated: October 30, 2026

Potassium Carbonate → HCID 57772934, compound

https://huagongshe.com/reaction/2179846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant9-(4-Bromophenyl)-10-phenylanthraceneHCID 22138275—
Reactant9-Phenyl-9H-carbazole-3-boronic acidHCID 51358450—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 57772934HCID 5777293475%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a 200 mL three-neck flask were stirred 1.9 g (4.7 mmol) of 9-(4-Bromophenyl)-10-phenylanthracene (abbreviation: PA) obtained by the above Steps 1(1) to 1(4) described in Synthesis Example 1, 1.4 g (4.7 mmol) of 9-phenyl-9H-carbazol-3-boronic acid obtained by the above Step 1 described in Synthesis Example 2, 5.6 mg (25 μmol) of Palladium(II) acetate (abbreviation: Pd(OAc)2), 52 mg (170 μmol) of tris(o-tolyl)phosphine (abbreviation: P(o-tolyl)3), 7 mL (15 mmol) of potassium carbonate aqueous solution (2.0 mol/L), and 40 mL of 1,2-dimethoxyethane (abbreviation: DME) in a nitrogen atmosphere for 7 hours while being heated at 90° C. After that, the temperature of this suspending solution was cooled to room temperature, and the mixture was filtered to provide a residue. The obtained residue was dissolved into 50 mL of hot toluene, and the mixture was filtered through Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), alumina, and celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855) while 400 mL of toluene was added. The obtained filtrate was condensed, hexane was added therein, ultrasonic waves were applied thereto, and then recrystallization thereof was performed. Accordingly, 2.0 g of a powdery light-yellow solid of 9-phenyl-3-[4-(10-phenyl-9-anthryl)phenyl]-9H-carbazol (abbreviation: PCzPA), which was the object of the synthesis, was obtained in a yield of 75% (synthesis scheme (b-2)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09070883B2
Source datasetuspto-grants-2015_06
ORD IDord-9bab7f1c0a924e62a1a33638e30afa5e
Source noteuspto-grants-2015_06