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

HRID 6745

반응식

HRID 6745 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-72abe992e3ec45f2ad4431dc0d535d8d
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084154B2

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