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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936335Generated: October 27, 2026

Ethanol → HCID 178444285, compound

https://huagongshe.com/reaction/1936335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-2-(trifluoromethyl)anilineHCID 67960—
ReactantHCID 178444242HCID 178444242—
CatalystHCID 178418397HCID 178418397—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductHCID 178444285HCID 17844428591.3%

Reaction Steps

First, 100 ml of ethanol containing 4.91 g of 4-(trans-4-pentylcyclohexyl)phenylboronic acid dissolved therein, 100 ml of benzene containing 10.0 g of 2-trifluoromethyl-4-bromoaniline, 41.7 ml of a sodium carbonate aqueous solution with a concentration of 2 mol/l, and 1.20 g of tetrakis(triphenylphosphine)palladium(0) were put in an argon-replaced 300 ml flask, and stirred under reflux for six 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/toluene=4/1), to obtain 14.82 g (Y: 91.3%) of 4-amino-4′-(trans-4-pentylcyclohexyl)-3-trifluoromethylbiphenyl. The purity of the resultant compound was 99.2% as measured by GC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06388146B1
Source datasetuspto-grants-2002_05
ORD IDord-6023d2a2f0a1473fb5c137087a94bba9
Source noteuspto-grants-2002_05