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

HRID 897107
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HRID 897107 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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

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 39) in tetrahydrofuran (100 ml) at 0° C. The reaction mixture was stirred at 0° C. for 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 followed by 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. temperatureThe reaction mixture was cooled in an icebath
  6. customThe solvent was removed under reduced pressure
  7. waitthe residue was slurried with diethyl ether (200 ml) for 30 minutes
  8. filtrationfiltered
  9. customThe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-35e7042441ab42a983cd7d306069b4f1
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06921753B2

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