Sodium Iodide → Benzonitrile, 4-[(5-iodopentyl)oxy]-

HRID 6069

Reaktionsgleichung

Reaktionsgleichung von HRID 6069
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1.[I-:16].[Na+]>CC(C)=O>[I:16][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 193815104-((5-Chloropentyl)oxy)benzonitrile

Produkt 1

HCID 16202445Benzonitrile, 4-[(5-iodopentyl)oxy]-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

To a solution of 32.7 g (146 mmol) of 4-(5-chloropentoxy) benzonitrile in 350 mL acetone is added 38.3 g (150 mmol) of sodium iodide in 230 mL of acetone. The reaction is heated to reflux and stirred overnight. The acetone is removed under reduced pressure and the residue partitioned between water and ether. The ethereal layer is dried, filtered and evaporated to give 4-(5-iodopentoxy) benzonitrile, m.p. 51°-54° C.

Aufarbeitung

  1. temperatureThe reaction is heated
  2. temperatureto reflux
  3. customThe acetone is removed under reduced pressure
  4. customthe residue partitioned between water and ether
  5. customThe ethereal layer is dried
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-adbf3dc1a5cb462d9cbba9a96dc56869
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246965

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