N-Methyl-5-benzyloxyindole → 1-Methyl-1H-indol-5-ol

HRID 454288ノート

反応式

HRID 454288 の反応式
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([CH3:18])[CH:13]=[CH:12]2)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([CH3:18])[CH:13]=[CH:12]2

参加物

5

反応物 2

HCID 259196N-Methyl-5-benzyloxyindoleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 108445251-Methyl-1H-indol-5-ol収率 97%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A solution of 5-benzyloxy-1-methylindole (3.5 g, 15.7 mmol), in ethanol (100 ml) was hydrogenated at ambient temperature and 1 atmosphere pressure hydrogen for 4 hours using 10% palladium on carbon (0.5 g) as catalyst. The catalyst was filtered off and the filtrate evaporated in vacuo. The residue was purified by silica column chromatography eluting with ethyl acetate/dichloromethane (10/90) to give 5-hydroxy-1-methylindole (2.1 g, 97%).

後処理

  1. customwas hydrogenated at ambient temperature
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate evaporated in vacuo
  4. customThe residue was purified by silica column chromatography
  5. washeluting with ethyl acetate/dichloromethane (10/90)

出典と根拠

ORDレコード
ord-84a72863aaa846bda8f2d1f2f22ab9f7
出典データセット
uspto-grants-2013_07
特許番号
US08492560B2

反応ノート

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