5-Vinylthiophene-3-sulfonic acid[2-(4-fluorophenyl)ethyl]-methyl-amide → 5-Formylthiophene-3-sulfonic acid [2-(4-fluorophenyl)ethyl]-methyl-amide

HRID 1351300ノート

反応式

HRID 1351300 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]([CH3:21])[S:11]([C:14]2[CH:18]=[C:17]([CH:19]=C)[S:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1.I([O-])(=O)(=O)=[O:23].[Na+]>ClCCl.O.C(OCC)(=O)C.O.[Ru](Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]([CH3:21])[S:11]([C:14]2[CH:18]=[C:17]([CH:19]=[O:23])[S:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1

参加物

7

反応物 2

HCID 210986625-Vinylthiophene-3-sulfonic acid[2-(4-fluorophenyl)ethyl]-methyl-amideHCID 23667635Sodium periodate

生成物 1

HCID 860714225-Formylthiophene-3-sulfonic acid [2-(4-fluorophenyl)ethyl]-methyl-amide収率 41.8%

試薬・触媒・溶媒 4

HCID 6093376Ruthenium trichloride hydrate触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 5-vinylthiophene-3-sulfonic acid[2-(4-fluorophenyl)ethyl]-methyl-amide (328 mg) in dichloromethane (2 mL) was added sodium meta periodate (863 mg) and ruthenium trichloride monohydrate (5 mg) at room temperature. After stirring for 2 hours, this solution was diluted with water and ethyl acetate, and Celite filtration was carried out. The organic layer was separated, after drying with anhydrous sodium sulfate, the residue that was obtained upon removing the solvent by evaporation were purified by silica gel column chromatography (hexane/ethyl acetate) and the title compound (138 mg) was obtained as a yellow oily substance.

後処理

  1. customThe organic layer was separated
  2. dry with materialafter drying with anhydrous sodium sulfate
  3. customthe residue that was obtained
  4. customupon removing the solvent
  5. customby evaporation
  6. customwere purified by silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-d25aacb732b84048aec7925dc1f06cb3
出典データセット
uspto-grants-2007_05
特許番号
US07217723B2

反応ノート

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