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

HRID 1766626노트

반응식

HRID 1766626 반응식
[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]

참가 물질

6

반응물 4

HCID 1140TolueneHCID 336431-Iodopropane2회HCID 516892Sodium Bicarbonate2회HCID 131009012-(1H-Indol-4-yl)ethan-1-amine

생성물 1

HCID 30860544-(2-di-N-propylaminoethyl)indole수율 83%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-74080961ae8f40ee908b1f1313eed8b7
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07230118B2

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