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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936326Generated: October 27, 2026

Ethanol → HCID 178444249, compound

https://huagongshe.com/reaction/1936326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-2-fluoro-1-iodobenzeneHCID 2724516—
ReactantHCID 178444242HCID 178444242—
CatalystHCID 178418397HCID 178418397—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductHCID 178444249HCID 17844424967.8%

Reaction Steps

First, 150 ml of ethanol containing 17.84 g of 4-(trans-4-pentylcyclohexyl)phenylboronic acid dissolved therein, 150 ml of benzene containing 15.0 g of 4-bromo-2-fluoro-1-iodobenzene dissolved therein, 49.8 ml of a sodium carbonate aqueous solution with a concentration of 2.0 mol/l, and 1.44 g of tetrakis(triphenylphosphine)palladium(0) were put in an argon-replaced 500 ml flask, and stirred under reflux for 37 hours. After the reaction, water and ether were added to the reaction solution for extraction. The resultant ether layer was washed with a saturated brine and dried with sodium sulfate. The solvent was then distilled off. The residue was purified by silica gel column chromatography (eluent:hexane) and recrystallized from hexane, to obtain 13.6 g (Y: 67.8%) of 4-bromo-2-fluoro-4′-(trans-4-pentylcyclohexyl)biphenyl. The purity of the resultant compound was 99.5% as measured by GC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06388146B1
Source datasetuspto-grants-2002_05
ORD IDord-d9d84a9bfcfb4e82a69dd50494d0e44c
Source noteuspto-grants-2002_05