Potassium Cyanide → 5-Cyanoethyl-2-oxindole

HRID 24435ノート

反応式

HRID 24435 の反応式
[C-:1]#[N:2].[K+].Cl[CH2:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH2:10]2>CS(C)=O>[C:1]([CH2:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH2:10]2)#[N:2]

参加物

4

反応物 2

HCID 9032Potassium CyanideHCID 145813925-(2-Chloroethyl)Oxindole

生成物 1

HCID 101764305-Cyanoethyl-2-oxindole収率 42%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

反応条件

温度
90 °C

実験手順

Potassium cyanide (2.0 g) was added to 15 ml of dimethylsulfoxide and heated to 90° C. 5-chloroethyl-2-oxindole (3.0 g) dissolved in 5 ml of dimethylsulfoxide was added slowly with stirring, and the reaction was heated to 150° C. and stirred for 2 hours. The mixture was cooled, poured into ice water and the precipitate which formed was collected by vacuum filtration, washed with water, and dried to give crude product. The crude material was chromatographed on silica gel (5% methanol in chloroform) to give 1.2 g (42%) of 5-cyanoethyl-2-oxindole.

後処理

  1. additionwas added slowly
  2. temperaturethe reaction was heated to 150° C.
  3. stirringstirred for 2 hours
  4. temperatureThe mixture was cooled
  5. customthe precipitate which formed
  6. filtrationwas collected by vacuum filtration
  7. washwashed with water
  8. customdried
  9. customto give crude product
  10. customThe crude material was chromatographed on silica gel (5% methanol in chloroform)

出典と根拠

ORDレコード
ord-f98c0643a73c4a08867dc8dbbfa36a25
出典データセット
uspto-grants-2005_02
特許番号
US06855730B2

反応ノート

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