Toluene → 4-(2-di-N-propylaminoethyl)indole

HRID 1766626ノート

反応式

HRID 1766626 の反応式
[NH2:1][CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][NH:8]2.I[CH2:14][CH2:15][CH3:16].C([O-])(O)=O.[Na+].[C:22]1(C)[CH:27]=CC=C[CH:23]=1>O>[CH2:14]([N:1]([CH2:23][CH2:22][CH3:27])[CH2:2][CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][NH:8]2)[CH2:15][CH3:16]

参加物

6

反応物 4

HCID 1140TolueneHCID 336431-Iodopropane2 回HCID 516892Sodium Bicarbonate2 回HCID 131009012-(1H-Indol-4-yl)ethan-1-amine

生成物 1

HCID 30860544-(2-di-N-propylaminoethyl)indole収率 83%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4-[(2-amino)ethyl]indole (III) (2.0 g, 12.48 mmol), 1-iodopropane (8.5 g, 50 mmol), NaHCO3 (2.3 g, 27.4 mmol) in toluene (40 mL) was stirred at reflux temperature for 21 h. NaHCO3 (1.15 g, 13.7 mmol) in water (20 mL) and 1-iodopropane (2.12 g, 12.47 mmol) were added to the resultant mixture and was stirred at the same temperature for 6 h. When the mixture reached room temperature, it was filtered and layers were separated. The organic layer was washed with water (15 mL), dried, filtered and evaporated to obtain 2.53 g (83%) of 4-[2-(dipropylamino)ethyl]indole (IV).

後処理

  1. temperatureat reflux temperature for 21 h
  2. stirringwas stirred at the same temperature for 6 h
  3. customreached room temperature
  4. filtrationit was filtered
  5. customlayers were separated
  6. washThe organic layer was washed with water (15 mL)
  7. customdried
  8. filtrationfiltered
  9. customevaporated

出典と根拠

ORDレコード
ord-74080961ae8f40ee908b1f1313eed8b7
出典データセット
uspto-grants-2007_06
特許番号
US07230118B2

反応ノート

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