Water → 4-(Diethylamino)-2-(naphthalen-1-yl)butanenitrile

HRID 620184

Reaktionsgleichung

Reaktionsgleichung von HRID 620184
[NH2-].[Na+].[C:3]1([CH2:13][C:14]#[N:15])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1.Cl[CH2:17][CH2:18][N:19]([CH2:22][CH3:23])[CH2:20][CH3:21].O>C1C=CC=CC=1>[CH2:18]([N:19]([CH2:22][CH2:23][CH: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)[C:14]#[N:15])[CH2:20][CH3:21])[CH3:17]

Komponenten

6

Edukt 4

HCID 962WaterHCID 85961-NaphthaleneacetonitrileHCID 13364Diethylaminoethyl chlorideHCID 24533Sodium amide

Produkt 1

HCID 173954-(Diethylamino)-2-(naphthalen-1-yl)butanenitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

7 g of sodium amide are added in small quantities to 27.11 g of 1-naphthylacetonitrile in 210 ml of anhydrous benzene. The mixture is heated for 2 hours to reflux and 22 g of 2-chlorodiethylaminoethane are added, the heating being continued to reflux for another two and a half hours. Then, the mixture is cooled and 200 ml of water are added. After decanting, the organic phase is extracted by HCl at 10%. The aqueous phase is washed in ether, neutralized with NaOH at 10%, then extracted with ether. After evaporation of the solvents, a red oil is obtained, which is distilled in vacuo.

Aufarbeitung

  1. temperatureThe mixture is heated for 2 hours
  2. temperatureto reflux
  3. temperatureto reflux for another two and a half hours
  4. temperatureThen, the mixture is cooled
  5. customAfter decanting
  6. extractionthe organic phase is extracted by HCl at 10%
  7. washThe aqueous phase is washed in ether
  8. extractionextracted with ether
  9. customAfter evaporation of the solvents
  10. customa red oil is obtained
  11. distillationwhich is distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4f69d616f8da4d33875e10cd41f600d6
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04820717

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