반응 #54138

반응 방정식

NaHCO3

NaOH

4-(3′-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester

TFA

Et3SiH

→

4-(3′-Benzylphenyl)-3-(S)-isopropyl-piperazine

수율 92.9%

용매

CH2Cl2

H2O

CH2Cl2 MeOH

반응 조건

후처리

1. 1
   추출was extracted with CH2Cl2
2. 2
   건조fractions were dried over Na2SO4
3. 3
   기타evaporated

실험 절차

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.

출처