Potassium Cyanide → 2-(5-Methoxy-4-methyl-1H-indol-3-yl)acetonitrile

HRID 6745

反応式

HRID 6745 の反応式
[C-:1]#[N:2].[K+].[CH3:4][O:5][C:6]1[C:7]([CH3:19])=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[C:9]2[CH2:15]N(C)C>O.CN(C)C=O>[CH3:4][O:5][C:6]1[C:7]([CH3:19])=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[C:9]2[CH2:15][C:1]#[N:2]

参加物

5

反応物 2

HCID 9032Potassium CyanideHCID 22018474(5-methoxy-4-methyl-1H-indol-3-ylmethyl)dimethylamine

生成物 1

HCID 220184962-(5-Methoxy-4-methyl-1H-indol-3-yl)acetonitrile収率 87.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of potassium cyanide (0.74 g) in 20 mL water was added a solution of (5-methoxy-4-methyl-1H-indol-3-ylmethyl)dimethylamine (0.5 g) in 20 mL of N,N-dimethylformamide. The solution was heated to reflux for 40 min, cooled to rt, and 40 mL of ice water was added. The aqueous layer was extracted with three portions of toluene, and the combined toluene layers were washed with water and brine. The solvent was removed in vacuo and the product purified by column chromatography dichloromethane) as the mobile phase to yield (5-methoxy-4-methyl-1H-indol-3-yl)-acetonitrile (0.40 g).

後処理

  1. temperatureThe solution was heated
  2. temperatureto reflux for 40 min
  3. extractionThe aqueous layer was extracted with three portions of toluene
  4. washthe combined toluene layers were washed with water and brine
  5. customThe solvent was removed in vacuo
  6. customthe product purified by column chromatography dichloromethane) as the mobile phase

出典と根拠

ORDレコード
ord-72abe992e3ec45f2ad4431dc0d535d8d
出典データセット
uspto-grants-2006_08
特許番号
US07084154B2

関連ノート

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