Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174150Generated: October 30, 2026

Ethanol → HCID 85975625, compound

https://huagongshe.com/reaction/2174150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant1-Naphthaleneboronic acidHCID 254532—
Reactant3,6-DibromocarbazoleHCID 274874—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 85975625HCID 8597562589%

Reaction Conditions

Temperature90 °C

Reaction Steps

Firstly, 8.12 g (25.0 mmol) of 3,6-dibromo-carbazole and 9.46 g (55.0 mmol) of 1-Naphthylboronic acid are dissolved in 100 ml of toluene, and then an aqueous solution of 30 ml of 2M sodium carbonate (Na2CO3) and 30.0 ml of ethanol is added to the above-mentioned solution. After the mixed solution is degassed with nitrogen for 30 minutes, 577 mg (0.5 mmol) of tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) is added to the solution under nitrogen and then the solution is heated to 90° C. After reacting for 8 hours, the solution is cooled to room temperature, added and stirred with methylene chloride and deionized water. Then, the extracted organic layer is dried with anhydrous magnesium sulfate (MgSO4), and the solvent is removed by reducing the pressure. The remains are passed through the silica gel column with petroleum ether:methylene chloride (V:V)=2:1 to obtain a white solid of 9.3 g (22.2 mmol, 89% yield) of 3,6-bis(1-naphthyl) carbazole. The specific reaction is shown in the reaction formula (1-A):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09059413B1
Source datasetuspto-grants-2015_06
ORD IDord-3d4042d96a1e4b19bb7ba8fe7e404935
Source noteuspto-grants-2015_06