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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251268Generated: October 26, 2026

Ethyl Acetate → Rac-3-methyl-4-(4-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2251268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
Reactanttert-Butyl 3-methylpiperazine-1-carboxylateHCID 2756810—
Catalyst2-(Dicyclohexylphosphino)biphenylHCID 2734216—
SolventTolueneHCID 1140—
ProductRac-3-methyl-4-(4-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 5979364330.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 1-bromo-4-trifluoromethyl-benzene (1 g), rac-3-Methyl-piperazine-1-carboxylic acid tert-butyl ester (1 g), in toluene (10 mL) was added sodium tert-butylate (0.6 g), 2-(dicyclohexylphosphino)biphenyl (31 mg), and tris(dibenzylideneacetone)Pd-CHCl3 (23 mg). The reaction mixture was then stirred at 80° C. overnight. Ethyl acetate was then added to the reaction mixture. Solids were filtered off. The filtrate was then concentrated in vacuo, and the residue was purified by column chromatography to yield 0.46 g of the title compound. MS (m/e): 345.2 (M+H+, 100%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319099B2
Source datasetuspto-grants-2008_01
ORD IDord-5b926c5d98dc4d8082ab72d854a5ee5b
Source noteuspto-grants-2008_01