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Formic Acid → 5-Benzyl-6-oxo-5,6-dihydrophenanthridine-2-carboxaldehyde

HRID 1811423
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인쇄 미리보기

반응식

HRID 1811423 반응식
[CH2:1]([N:8]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]2[CH:13]=[C:12]([C:23]#N)[CH:11]=[CH:10][C:9]1=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)=[O:26]>[Ni]>[CH2:1]([N:8]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]2[CH:13]=[C:12]([CH:23]=[O:26])[CH:11]=[CH:10][C:9]1=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 284Formic AcidHCID 665968095-Benzyl-6-oxo-5,6-dihydrophenanthridine-2-carbonitrile

생성물 1

HCID 862337835-Benzyl-6-oxo-5,6-dihydrophenanthridine-2-carboxaldehyde수율 80%

시약·촉매·용매 1

HCID 935Nickel촉매

실험 절차

5-Benzyl-6-oxo-5,6-dihydrophenanthridine-2-carbonitrile (1.24 g) and Raney nickel (0.8 g) were suspended in 75% formic acid (25 ml). The suspension was heated under reflux for 1 hour and 40 minutes, and filtered while hot. The filtrate was concentrated and purified by silica gel chromatography (methylene chloride:methanol=50:1) to thereby obtain 1.08 g (yield: 80%) of the title compound as a colorless crystals.

후처리

  1. temperatureThe suspension was heated
  2. temperatureunder reflux for 1 hour and 40 minutes
  3. filtrationfiltered while hot
  4. concentrationThe filtrate was concentrated
  5. custompurified by silica gel chromatography (methylene chloride:methanol=50:1)

출처 및 근거

ORD 기록
ord-320d901322fc43459cff173567946ca8
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08362252B2

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