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

HRID 554202

反応式

HRID 554202 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 110520905-Phenyl-1H-pyrrole-3-carboxaldehyde収率 62%

試薬・触媒・溶媒 2

HCID 178419074HCID 178419074、化合物触媒HCID 6342Acetonitrile溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-0624b44e791f4f9688cb18f6e9664367
出典データセット
uspto-grants-2011_11
特許番号
US08048909B2

関連ノート

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