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Potassium Hydroxide → 2-Bromophenethylamine

HRID 50043
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HRID 50043 반응식
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]#[N:10].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[K+]>CCOCC>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][NH2:10]
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참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 296252-Bromobenzyl cyanideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 27340912-Bromophenethylamine수율 93%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

10.0 g (51.0 mmol) 2-bromophenylacetonitrile were dissolved in 80 ml ether and the solution was added dropwise to 5.81 g (153 mol) lithium aluminium hydride in 230 ml ether. The mixture was heated under reflux for three hours, while stirring, and, after cooling, 80 ml potassium hydroxide solution (10 wt. %) were slowly added dropwise, with vigorous stirring. After stirring overnight, the supernatant was decanted off, the residue was rinsed twice with 100 ml ether each time, the combined organic phases were dried over anhydrous magnesium sulfate and filtered and the filtrate was concentrated on a rotary evaporator (500-10 mbar). 9.48 g 2-(2-bromo-phenyl)-ethylamine (93% of theory) were obtained in this manner.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for three hours
  3. temperatureafter cooling
  4. stirringAfter stirring overnight
  5. customthe supernatant was decanted off
  6. washthe residue was rinsed twice with 100 ml ether each time
  7. dry with materialthe combined organic phases were dried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationthe filtrate was concentrated on a rotary evaporator (500-10 mbar)

출처 및 근거

ORD 기록
ord-f76d2a2ab81d4d89b8836285fd7b4a6b
출처 데이터셋
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06710080B2

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