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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169687Generated: October 30, 2026

Ethanol → HCID 86727986, compound

https://huagongshe.com/reaction/2169687

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DibromonaphthaleneHCID 66521—
Reactant2-Thiopheneboronic acidHCID 2733960—
SolventTolueneHCID 1140—
ProductHCID 86727986HCID 8672798673%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 28.6 g (100 mmol) of 1,4-dibromonaphthalene, 15.35 g (120 mmol) of thiophen-2-ylboronic acid, 2.31 g (2 mmol) of tetrakis(triphenyl phosphine)palladium, 75 ml of 2M Na2CO3, 150 ml of EtOH and 300 ml toluene was degassed and placed under nitrogen, and then heated at 100° C. for 4 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica(hexane-dichloromethane) to give product (21.1 g, 73 mmol, 73%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09048437B2
Source datasetuspto-grants-2015_06
ORD IDord-da329deafcf34c75adc1fde53d1ec683
Source noteuspto-grants-2015_06