Water → HCID 15524201、化合物

HRID 1532617ノート

反応式

HRID 1532617 の反応式
[CH2:1]([CH:3]1[O:5][CH2:4]1)Br.[CH3:6][O:7][C:8]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:9]=1[CH:10]=[CH:11][NH:12]2.[H-].[Na+].O>CN(C=O)C>[CH2:1]([N:12]1[C:13]2[C:9](=[C:8]([O:7][CH3:6])[CH:16]=[CH:15][CH:14]=2)[CH:10]=[CH:11]1)[CH:3]1[O:5][CH2:4]1

参加物

6

反応物 4

HCID 962WaterHCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 1383634-Methoxy-1H-indole

生成物 1

HCID 15524201HCID 15524201、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

Epibromohydrin (0.64 ml, 7.5 mmole) was added to a stirred solution of 4-methoxyindole (1.0 g, 6.8 mmole) and sodium hydride (0.3 g, 7.8 mmole) in anhydrous DMF (20 ml), and the mixture was heated at 60° C. under nitrogen for two hours. Water (100 ml) was added and the product extracted into CH2Cl2 (3×25 ml). The combined organics were washed with water (25 ml), brine (25 ml) and dried over anhydrous sodium sulfate. Filtration and concentration in vacuo gave the crude product as a yellow colored oil (1.5 g). This was purified by flash silica gel chromatography (30% ethyl acetate in hexane) to afford the titled product as a light oil (1.27 g, 92% yield).

後処理

  1. extractionthe product extracted into CH2Cl2 (3×25 ml)
  2. washThe combined organics were washed with water (25 ml), brine (25 ml)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationFiltration and concentration in vacuo
  5. customgave the crude product as a yellow colored oil (1.5 g)
  6. customThis was purified by flash silica gel chromatography (30% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-463dc1e033c24e6894392913ea749f60
出典データセット
uspto-grants-2001_03
特許番号
US06204274B1

反応ノート

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