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

HRID 51014ノート

反応式

HRID 51014 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 227358421-(3-Chloropropyl)-6-fluoroindole収率 66%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
20 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f8f8abdedbe44766b4744b3242669eaa
出典データセット
uspto-grants-2004_03
特許番号
US06713471B1

反応ノート

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