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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420576Generated: October 25, 2026

Toluene → 1-[N-(2-trifluoromethylphenyl)-N-cyclohexylcarbonyl-2-aminoethyl]-4-(2-methoxyphenyl)piperazine

https://huagongshe.com/reaction/1420576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
Reactant1-(2-Chloroethyl)-4-(2-methoxyphenyl)piperazineHCID 595673—
ReactantN-[2-(trifluoromethyl)phenyl]cyclohexanecarboxamideHCID 1367212—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
Product1-[N-(2-trifluoromethylphenyl)-N-cyclohexylcarbonyl-2-aminoethyl]-4-(2-methoxyphenyl)piperazineHCID 2245810533.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of N-(2-trifluoromethylphenyl)cyclohexanecarboxamide (0.2 g) (compd 26A), 1-(2-chloroethyl)-4-(2-methoxyphenyl)piperazine (0.37 g), 50% (w/w) NaOH (0.5 mL), TEBAC (0.16 g) and toluene (2 mL) was stirred at 80° C. for 3.5 h. An additional amount of compd 26A (0.2 g) was then added and after 6 h stirring at 80° C. The mixture was poured into H2O and extracted with CH2Cl2. The organic phase was dried on anhydrous Na2SO4, evaporated to dryness and the residue purified by flash chromatography (EtOAc-petroleum ether 3:7) giving 0.12 g (17%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06071920
Source datasetuspto-grants-2000_06
ORD IDord-5908c911585d407183a131013bc9feb6
Source noteuspto-grants-2000_06