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5-Benzyl-4,6-dioxooctahydropyrrolo[3.4-c]pyridine → 5-Benzyloctahydro-1H-pyrrolo[3,4-C]pyridine

HRID 1893
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인쇄 미리보기

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HRID 1893 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH2:7]([N:14]1[C:19](=O)[CH2:18][CH:17]2[CH2:21][NH:22][CH2:23][CH:16]2[C:15]1=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CCOCC.C(Cl)Cl>[CH2:7]([N:14]1[CH2:19][CH2:18][CH:17]2[CH2:21][NH:22][CH2:23][CH:16]2[CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
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참가 물질

5

반응물 2

HCID 196913995-Benzyl-4,6-dioxooctahydropyrrolo[3.4-c]pyridineHCID 21226445Aluminium lithium hydride

생성물 1

HCID 225622165-Benzyloctahydro-1H-pyrrolo[3,4-C]pyridine수율 81.4%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

반응 조건

온도
10 °C

실험 절차

A suspension of 266 mg of LAH in 10 mL of ether was stirred at 10° C. under N2. To this suspension was added 540 mg of the compound from step 457d dissolved in 10 mL of methylene chloride. The mixture was stirred under N2 for 1.5 hours. The reaction was quenched by the sequential dropwise addition of 0.3 mL water, 0.3 mL of 15% NaOH and 0.6 mL of water, then the mixture was stirred for 1 hour and filtered. The filtrate was dried and concentrated to give 389 mg of the title compound.

후처리

  1. stirringThe mixture was stirred under N2 for 1.5 hours
  2. customThe reaction was quenched by the sequential dropwise addition of 0.3 mL water, 0.3 mL of 15% NaOH and 0.6 mL of water
  3. stirringthe mixture was stirred for 1 hour
  4. filtrationfiltered
  5. customThe filtrate was dried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-88b5cc36e3014d199d30d93dc27d1375
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05726182

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