Dimethyl Sulfoxide → 5-(4-Fluorophenoxy)furan-2-carbaldehyde

HRID 1927271ノート

反応式

HRID 1927271 の反応式
CS(C)=O.[F:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.[H-].[Na+].[N+]([C:18]1[O:22][C:21]([CH:23]=[O:24])=[CH:20][CH:19]=1)([O-])=O>O>[F:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:18]2[O:22][C:21]([CH:23]=[O:24])=[CH:20][CH:19]=2)=[CH:8][CH:7]=1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 97324-FluorophenolHCID 127745-NitrofurfuralHCID 24758Sodium hydride

生成物 1

HCID 110419065-(4-Fluorophenoxy)furan-2-carbaldehyde収率 24.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of DMSO (50 mL) of p-fluorophenol (3.6 g) was added NaH (1.3 g/60% in oil) at room temperature, which was stirred for 15 minutes at room temperature. 5-Nitro-furan-2-carbaldehyde (5.0 g) was then added thereto, which was stirred for 40 minutes at room temperature. Water was added to the reaction solution, which was then extracted with ethyl acetate. The solvent was evaporated from the organic layer under a reduced pressure, and the residue was purified by silica gel chromatography (heptane:ethyl acetate=2:1) to obtain 5-(4-fluoro-phenoxy)-furan-2-carbaldehyde (1.6 g).

後処理

  1. stirringwhich was stirred for 40 minutes at room temperature
  2. extractionwas then extracted with ethyl acetate
  3. customThe solvent was evaporated from the organic layer under a reduced pressure
  4. customthe residue was purified by silica gel chromatography (heptane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-f791320e6571433aa9e1797e22850721
出典データセット
uspto-grants-2012_05
特許番号
US08183264B2

反応ノート

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