Реакция #54138

Уравнение реакции

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

Выход 92.9%

Растворители

CH2Cl2

H2O

CH2Cl2 MeOH

Условия реакции

Обработка

1. 1
   Экстракцияwas extracted with CH2Cl2
2. 2
   Сушкаfractions were dried over Na2SO4
3. 3
   Другоеevaporated

Методика

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.

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