Potassium Cyanide → 2-(4-Bromophenethyl)-phenylacetonitrile

HRID 1288545Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1288545
[Br:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][CH2:7][C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH2:10]Br)=[CH:4][CH:3]=1.[C-:18]#[N:19].[K+]>C(O)C>[Br:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][CH2:7][C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH2:10][C:18]#[N:19])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 9032Potassium CyanideHCID 21502881HCID 21502881, Verbindung

Produkt 1

HCID 543480192-(4-Bromophenethyl)-phenylacetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

2-(4-Bromophenethyl)-benzyl bromide, 27.0 g. (0.0764 mole) and 6.2 g. (0.0954 mole) of potassium cyanide are suspended in 180 ml. of 95% ethanol and the mixture is stirred at reflux for 2 hours. Ethanol, 70 ml. of 95%, is added and stirring at reflux is continued for 2 hours. The precipitate is removed by filtration and the ethanolic filtrate evaporated under reduced pressure. The residual brown oil is dissolved in benzene and the solution is washed thoroughly with water and dried over anhydrous sodium sulfate. Evaporation of the benzene under reduced pressure leaves the product as the residual dark yellow oil that slowly solidifies to an oily solid. Recrystallization from cyclohexane-petroleum ether gives purified material, m.p. 59°-60.5° C. Vapor phase chromatography indicates a purity of approximately 99%.

Aufarbeitung

  1. temperatureat reflux for 2 hours
  2. additionof 95%, is added
  3. temperatureat reflux
  4. customThe precipitate is removed by filtration
  5. customthe ethanolic filtrate evaporated under reduced pressure
  6. dissolutionThe residual brown oil is dissolved in benzene
  7. washthe solution is washed thoroughly with water
  8. dry with materialdried over anhydrous sodium sulfate
  9. customEvaporation of the benzene under reduced pressure
  10. customleaves the product as the residual dark yellow oil that
  11. customRecrystallization from cyclohexane-petroleum ether
  12. customgives
  13. custompurified material, m.p. 59°-60.5° C

Quellen und Nachweise

ORD-Eintrag
ord-acf7194e8eb04f9fae699c03803fb0ea
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03988454

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