Potassium Hydroxide → 3-(5-cyano-1H-indol-3-yl)propanoic Acid

HRID 1419612노트

반응식

HRID 1419612 반응식
C[O:2][C:3](=[O:17])[CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15]#[N:16])[CH:13]=2)[NH:8][CH:7]=1.[OH-].[K+]>CO>[C:15]([C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:5][CH2:4][C:3]([OH:17])=[O:2])#[N:16]

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 19921624methyl 3-(5-cyano-1H-indol-3-yl)propanoate

생성물 1

HCID 104432213-(5-cyano-1H-indol-3-yl)propanoic Acid수율 100.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Methy-5-cyanoindole-3-propionate (200 mg) was saponified in MeOH (10 mL)/KOH (150 mg, 0.88 mmol) at rt for 18 h. The solution was concentrated in vacuo, dissolved in water and washed with chloroform. The acidic layer was acidified and extracted with ethyl acetate, dried with Na2SO4, filtered and concentrated in vacuo to afford 188 mg of product. 1H NMR (CD3OD) δ ppm 2.83 (t, 2H, J=6.6 Hz), 4.43 (t, 2H, J=6.6 Hz), 6.6 (nd,1H, J3.2 Hz), 7.42 (d, 2H, J=7.3 Hz), 7.43 (s, 1H), 7.61 (d, 1H, J=7.3 Hz), 7.99 (s, 1H); LRMS ESI (M+H)+ 215.

후처리

  1. customat rt
  2. customfor 18 h
  3. concentrationThe solution was concentrated in vacuo
  4. dissolutiondissolved in water
  5. washwashed with chloroform
  6. extractionextracted with ethyl acetate
  7. dry with materialdried with Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-47c5ec1310f14dc8acc53322f1241a63
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05886191

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