Potassium Cyanide → 5-Cyanoethyl-2-oxindole

HRID 24435노트

반응식

HRID 24435 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 101764305-Cyanoethyl-2-oxindole수율 42%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f98c0643a73c4a08867dc8dbbfa36a25
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855730B2

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