Methyl morpholine oxide → 5-Phenyl-1H-pyrrole-3-carboxaldehyde

HRID 554202

반응식

HRID 554202 반응식
[C:1]1([C:7]2[NH:11][CH:10]=[C:9]([CH2:12][OH:13])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[N+]1([O-])CCOCC1>C(#N)C.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[C:1]1([C:7]2[NH:11][CH:10]=[C:9]([CH:12]=[O:13])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 2

HCID 82029Methyl morpholine oxideHCID 57179302(5-Phenyl-1H-pyrrol-3-YL)methanol

생성물 1

HCID 110520905-Phenyl-1H-pyrrole-3-carboxaldehyde수율 62%

시약·촉매·용매 2

HCID 178419074HCID 178419074, 화합물촉매HCID 6342Acetonitrile용매

실험 절차

To a solution (45 mL) of (5-phenyl-1H-pyrrol-3-yl)methanol (1.51 g) in acetonitrile were added tetra-n-propylammonium perruthenate (0.46 g), N-methylmorpholine N-oxide (2.36 g) and molecular sieves 4A powder (4.5 g), and the mixture was stirred at room temperature for 1.5 hr. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1→1:1) to give the title compound as a pale-yellow powder (yield 0.92 g, 62%).

후처리

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=4:1→1:1)

출처 및 근거

ORD 기록
ord-0624b44e791f4f9688cb18f6e9664367
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048909B2

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