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Water → N1-Cyclopentyl-N1-isopropylethane-1,2-diamine

HRID 1168315
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HRID 1168315 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:7]1([N:12]([CH2:16][C:17]#[N:18])[CH:13]([CH3:15])[CH3:14])[CH2:11][CH2:10][CH2:9][CH2:8]1.[OH-].[Na+].O>O1CCCC1>[CH:7]1([N:12]([CH:13]([CH3:15])[CH3:14])[CH2:16][CH2:17][NH2:18])[CH2:11][CH2:10][CH2:9][CH2:8]1
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참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 21978305[Cyclopentyl(isopropyl)amino]acetonitrile

생성물 1

HCID 21360647N1-Cyclopentyl-N1-isopropylethane-1,2-diamine수율 9.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매
2회

반응 조건

온도
0 °C

실험 절차

Lithium aluminium hydride (66 ml of a 1 molar solution in tetrahydrofuran, 0.066 mol) was added to a stirred solution of [cyclopentyl(isopropyl)amino]-acetonitrile (10 g, 0.66 mol) (Preparation 48) in tetrahydrofuran (100 ml) at 0° C. The reaction mixture was stirred at 0° C. for 20 minutes and then heated under reflux for 2 hours. The reaction mixture was allowed to cool to room temperature and left to stand overnight. The reaction mixture was cooled in an icebath and treated dropwise with 4.8 ml of a 7.5% w/w aqueous sodium hydroxide solution and then 7.4 ml of water. The solvent was removed under reduced pressure and the residue was slurried with diethyl ether (200 ml) for 30 minutes and then filtered. The filtrate was evaporated under reduced pressure to give the title compound as a colourless oil (10.30 g).

후처리

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. temperatureto cool to room temperature
  4. waitleft
  5. waitto stand overnight
  6. temperatureThe reaction mixture was cooled in an icebath
  7. customThe solvent was removed under reduced pressure
  8. waitthe residue was slurried with diethyl ether (200 ml) for 30 minutes
  9. filtrationfiltered
  10. customThe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-b6e0467d61d1457788c8cd1d9ffcd0f3
출처 데이터셋
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06624158B2

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