Potassium Cyanide → HCID 57998826, Verbindung

HRID 1512070Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1512070
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]([CH2:9]Br)[C:3]=1[Cl:11].[C-:12]#[N:13].[K+]>C(O)C.O>[Br:1][C:2]1[C:3]([Cl:11])=[C:4]([CH2:9][C:12]#[N:13])[C:5]([F:8])=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 9032Potassium CyanideHCID 579988441-Bromo-3-(bromomethyl)-2-chloro-4-fluorobenzene

Produkt 1

HCID 57998826HCID 57998826, VerbindungAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 1-bromo-3-bromomethyl-2-chloro-4-fluoro-benzene (9.945 g) (Example 4.2) in absolute ethanol (40 ml) was added dropwise to a solution of potassium cyanide (2.38 g) in water (2 ml) under heating over a period of 30 minutes. The reaction mixture was heated to reflux for 7 hours. The reaction mixture was then allowed to cool to ambient temperature and then stored at ambient temperature for 16 hours. The mixture was filtered and the filtrate concentrated. The residue was dissolved in ethyl acetate, dried over magnesium sulfate and concentrated to give (3-bromo-2-chloro-6-fluoro-phenyl)-acetonitrile as a pale yellow oil (8.19 g). 1H-NMR (400 MHz, CDCl3): 3.89 (d, 2H), 7.00 (t, 1H), 7.64 (dd, 1H) ppm.

Aufarbeitung

  1. temperatureunder heating over a period of 30 minutes
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for 7 hours
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate concentrated
  6. dissolutionThe residue was dissolved in ethyl acetate
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4a7eea5143434508a8be083b4908efc9
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08217055B2

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