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(S)-1,4-dibenzyl-2-(2-methoxy-ethyl)-piperazine → (S)-2-(2-Methoxyethyl)piperazine

HRID 131393
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HRID 131393 반응식
C([N:8]1[CH2:13][CH2:12][N:11](CC2C=CC=CC=2)[CH2:10][C@@H:9]1[CH2:21][CH2:22][O:23][CH3:24])C1C=CC=CC=1>C(O)C>[CH3:24][O:23][CH2:22][CH2:21][C@H:9]1[CH2:10][NH:11][CH2:12][CH2:13][NH:8]1
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참가 물질

3

반응물 1

HCID 59732115(S)-1,4-dibenzyl-2-(2-methoxy-ethyl)-piperazine

생성물 1

HCID 55287560(S)-2-(2-Methoxyethyl)piperazine수율 91.1%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

Dissolve (S)-1,4-dibenzyl-2-(2-methoxy-ethyl)-piperazine (2.0 g, 6.2 mmol) in ethanol (15 mL) in a suitable hydrogenation vessel. Add palladium hydroxide (Pearlman's catalyst, 400 mg), purge vessel with nitrogen, then pressure to 60 psi. Heat to 50° C. and stir vigorously for 18-24 hours. Allow the mixture to cool to ambient temperature. Filter off the catalyst and rinse with ethanol (5 mL). Concentrate in vacuo using a 35° C. bath to afford the title compound (0.81 g, 91.1%). 1H NMR (500 MHz, DMSO-d6) δ 1.41 (m, 2H), 2.12 (t, 1H), 2.43 (td, 1H), 2.53 (m, 2H, 1H), 2.63 (d, 1H), 2.72 (m, 2H), 3.19. (s, 3H), 3.34 (m, 2H).

후처리

  1. customAdd palladium hydroxide (Pearlman's catalyst, 400 mg), purge vessel with nitrogen
  2. temperatureAllow the mixture to cool to ambient temperature
  3. filtrationFilter off the catalyst
  4. washrinse with ethanol (5 mL)
  5. concentrationConcentrate in vacuo
  6. customusing a 35° C.

출처 및 근거

ORD 기록
ord-298b650da7e94be79745a4091c7a05f9
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07384934B2

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