1-Bromo-3-chloropropane → 1-(3-Chloropropyl)-6-fluoroindole

HRID 51014노트

반응식

HRID 51014 반응식
Br[CH2:2][CH2:3][CH2:4][Cl:5].[F:6][C:7]1[CH:15]=[C:14]2[C:10]([CH:11]=[CH:12][NH:13]2)=[CH:9][CH:8]=1.[OH-].[K+]>CN(C=O)C>[Cl:5][CH2:4][CH2:3][CH2:2][N:13]1[C:14]2[C:10](=[CH:9][CH:8]=[C:7]([F:6])[CH:15]=2)[CH:11]=[CH:12]1

참가 물질

5

반응물 3

HCID 80061-Bromo-3-chloropropaneHCID 14797Potassium HydroxideHCID 3512786-Fluoroindole

생성물 1

HCID 227358421-(3-Chloropropyl)-6-fluoroindole수율 66%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
20 °C

실험 절차

To a solution of 1-bromo-3-chloropropane (700 mg, 4.44 mmol) in DMF (2.4 mL) was added 6-fluoroindole (200 mg, 1.48 mmol) and powder KOH (92 mg, 1.63 mmol) at 20° C. The reaction mixture was stirred for 15 h at 20° C. then quenched by addition of H2O and extracted with Et2O. The combined organic solution was successively washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was chromatographed to give 1-(3-chloropropyl)-6-fluoroindole (190 mg, 66%) as a colorless oil.

후처리

  1. customthen quenched by addition of H2O
  2. extractionextracted with Et2O
  3. washThe combined organic solution was successively washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was chromatographed

출처 및 근거

ORD 기록
ord-f8f8abdedbe44766b4744b3242669eaa
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713471B1

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