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Water → 2,2-Dihexylpropane-1,3-diamine

HRID 329586
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HRID 329586 반응식
[CH2:1]([C:7]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])([C:10]#[N:11])[C:8]#[N:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[H][H]>C(OCC)C>[CH2:12]([C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])([CH2:8][NH2:9])[CH2:10][NH2:11])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]
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참가 물질

6

반응물 4

HCID 962WaterHCID 197552122,2-DihexylpropanedinitrileHCID 21226445Aluminium lithium hydrideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 197552132,2-Dihexylpropane-1,3-diamine수율 49.1%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

2,2-Dihexylpropanedinitrile (22.0 g, 94 mmol) dissolved in dry diethyl ether (100 ml) was added slowly to a suspension of lithium aluminium hydride (8.7 g, 0.23 mol) in dry diethyl ether (250 ml) under nitrogen. Upon complete addition, the mixture was heated under reflux using a water bath for 1 h and then stirred at room temperature for 24 h. Water was carefully added to the reaction mixture with cooling of the flask in an ice bath, until no more hydrogen was evolved. The reaction mixture separated into two layers and the ether layer was decanted from the aqueous layer, washed with water, and dried with anhydrous magnesium sulphate. The ether was evaporated to yield a viscous oil that was distilled under reduced pressure to yield 2,2-dihexylpropane-1,3-diamine as a colorless liquid (11.2 g, 49%) b.p. 138°-142° C./0.7 mm.

후처리

  1. additionUpon complete addition
  2. temperaturethe mixture was heated
  3. temperatureunder reflux
  4. customfor 1 h
  5. customThe reaction mixture separated into two layers
  6. customthe ether layer was decanted from the aqueous layer
  7. washwashed with water
  8. dry with materialdried with anhydrous magnesium sulphate
  9. customThe ether was evaporated
  10. customto yield a viscous oil that
  11. distillationwas distilled under reduced pressure

출처 및 근거

ORD 기록
ord-03cce46fc7024cb0ac46df81e96b54e3
출처 데이터셋
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04892806

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