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Water → N,N-diethyl-N-{2-[2-(1-naphthyl)ethoxy]ethyl}-amine

HRID 1007890
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HRID 1007890 반응식
[OH-].[Na+].[C:3]1([CH2:13][CH2:14][OH:15])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1.Cl.Cl[CH2:18][CH2:19][N:20]([CH2:23][CH3:24])[CH2:21][CH3:22].O>C1(C)C=CC=CC=1.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:19]([N:20]([CH2:23][CH3:24])[CH2:21][CH2:22][O:15][CH2:14][CH2:13][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1)[CH3:18]
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참가 물질

7

반응물 4

HCID 962WaterHCID 13047Naphthalen-1-ethanolHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 14798Sodium Hydroxide

생성물 1

HCID 22666300N,N-diethyl-N-{2-[2-(1-naphthyl)ethoxy]ethyl}-amine수율 96.1%

시약·촉매·용매 2

HCID 94433
Tetrabutylammonium hydrogen sulfate
촉매
HCID 1140Toluene용매2회

실험 절차

In a mixture of 1 mL of toluene and 3.5 ml of 50% (W/V) aqueous solution of sodium hydroxide is suspended 0.70 g of 2-(1-naphthyl)-1-ethanol, to which are added 1.00 g of N-(2-chloroethyl)-N,N-diethylamine hydrochloride and 0.14 g of tetra-n-butylammonium hydrogen sulfate. The mixture is heated under reflux for 2.5 hours. Water and toluene are added to the reaction mixture, and the organic layer is separated. The organic layer is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, the solvent is distilled off under reduced pressure, and the residue is purified by column chromatography (eluent:chloroform:methanol=10:1). Thus, 1.06 g of N,N-diethyl-N-{2-[2-(1-naphthyl)ethoxy]ethyl}-amine is obtained as an oily product.

후처리

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 2.5 hours
  3. customthe organic layer is separated
  4. washThe organic layer is washed with water and saturated aqueous solution of sodium chloride successively
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent is distilled off under reduced pressure
  7. customthe residue is purified by column chromatography (eluent:chloroform:methanol=10:1)

출처 및 근거

ORD 기록
ord-2fe18f332ad74cbe881d18eae9764afc
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06797726B1

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