Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971373Generated: October 25, 2026

Trifluoroacetic acid → 4-(3'-Benzylphenyl)-3-(S)-isopropyl-piperazine

https://huagongshe.com/reaction/971373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(3'-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl esterHCID 69129869—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventDichloromethane methanolHCID 21226129—
Product4-(3'-Benzylphenyl)-3-(S)-isopropyl-piperazineHCID 2076000492.92%

Reaction Steps

275.6 mg (0.70 mmol) 4-(3′-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester (88) were dissolved in 8 ml dry CH2Cl2 and treated with 8 ml TFA, 0.42 ml H2O and 0.42 ml Et3SiH. The resulting mixture was then stirred at r.t. for 3.5 h before it was poured slowly into sat. aq. NaHCO3-solution. After adding 10% NaOH-solution to the mixture until it became alkaline the solution was extracted with CH2Cl2. The comb. org. fractions were dried over Na2SO4 and evaporated. Column chromatography (CH2Cl2/MeOH (4+1)) yielded 191.1 mg (0.65 mmol, 92.92%) 4-(3′-Benzylphenyl)-3-(S)-isopropyl-piperazine (88a) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312246B2
Source datasetuspto-grants-2007_12
ORD IDord-34db8869b1fd4fc081a3444261efa8e8
Source noteuspto-grants-2007_12