HCID 18457684, 화합물 → N-isopropylpiperidine

HRID 853772노트

반응식

HRID 853772 반응식
[CH2:1]=[CH:2][CH3:3].[N:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO.CC(O)=O.[Pt](=O)=O>[CH:2]([N:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)([CH3:3])[CH3:1]

참가 물질

5

반응물 1

HCID 18457684HCID 18457684, 화합물

생성물 1

HCID 240410N-isopropylpiperidine수율 137.9%

시약·촉매·용매 3

HCID 345198Adams' catalyst촉매HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

A solution of O-protected pyridine propene (1.5 g, 5.7 mmol) and platinum(IV) oxide (258 mg) in MeOH (20 mL) and AcOH (4 ml) was hydrogenated 6 h at 40 psi. The final solution was filtered over CELITE, rinsed with MeOH then concentrated. The residue was diluted with 1 N NaOH, extracted with DCM and AcOEt, and the combined organic layers were dried over Na2SO4 and concentrated. The residue was quickly passed through a plug of silica gel (eluting hexanes/AcOEt 8:2) to provide 1.0 g (65%) of O-protected isopropyl piperidine.

후처리

  1. filtrationThe final solution was filtered over CELITE
  2. washrinsed with MeOH
  3. concentrationthen concentrated
  4. additionThe residue was diluted with 1 N NaOH
  5. extractionextracted with DCM and AcOEt
  6. dry with materialthe combined organic layers were dried over Na2SO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-74e744f656d54da185b2cc02cb2949f0
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07256186B2

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