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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1820776Generated: November 1, 2026

tert-Butyl piperazine-1-carboxylate → 4-(3-Fluoro-4-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1820776

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
Reactant4-Chloro-2-fluoro-1-(trifluoromethyl)benzeneHCID 14227798—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product4-(3-Fluoro-4-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 59793628—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4.9 mmol 4-chloro-2-fluorobenzotrifluoride, 5.9 mmol n-Boc-piperazine, 0.05 mmol palladium acetate, 6.9 mmol sodium-t-butoxide and 0.49 mmol 2-(di-t-butylphosphino)biphenyl in 10 ml toluene was heated for 16 h at 80° C. After cooling to RT, the mixture was diluted with ether; the suspension was filtered over decalite; and the filtrate evaporated. The residue was purified on silica eluting with a gradient of heptane/EtOAc to yield after evaporation the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605163B2
Source datasetuspto-grants-2009_10
ORD IDord-d39c7fc2bd9d460e8e67f94de8043c00
Source noteuspto-grants-2009_10