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Tert-butyl 4-(aminomethyl)-4-phenylpiperidine-1-carboxylate → HCID 18318102, 화합물

HRID 1800827
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HRID 1800827 반응식
[NH2:1][CH2:2][C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1.[H][H]>C(O)C.O=[Pt]=O>[NH2:1][CH2:2][C:3]1([CH:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 10565452Tert-butyl 4-(aminomethyl)-4-phenylpiperidine-1-carboxylateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 18318102HCID 18318102, 화합물수율 64.7%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 702Ethanol용매

실험 절차

Tert-butyl 4-(aminomethyl)-4-phenylpiperidine-1-carboxylate (355 mg, 1.22 mmol) and 1.15 g PtO2 (5.1 mmol) in 125 ml ethanol were shaked in PARR apparatus under 60 psi of hydrogen for 20 hours. Celite was loaded on top of an ion exchange cartridge (MCX, Phenomenex, 6 g adsorbent). The crude reaction slurry was filtered through this set-up, the pyrophoric catalyst washed with ethanol and water and removed. The cartridge was washed with methanol and then the product eluted with a 2 M solution of NH3 in MeOH. The eluent was concentrated to give 234 mg of the title compound as an oil.

후처리

  1. customThe crude reaction slurry
  2. filtrationwas filtered through this set-up
  3. washthe pyrophoric catalyst washed with ethanol and water
  4. customremoved
  5. washThe cartridge was washed with methanol
  6. washthe product eluted with a 2 M solution of NH3 in MeOH
  7. concentrationThe eluent was concentrated

출처 및 근거

ORD 기록
ord-79b65f2b752143eeac49119228007a59
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08343999B2

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