Sodium Iodide → 4-Chloro-2-[[(1r)-4-iodo-1-phenylbutyl]oxy]benzonitrile

HRID 352104Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 352104
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:10][C@@H:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12][CH2:13][CH2:14]Cl)[CH:3]=1.[I-:22].[Na+]>CC(C)=O>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:10][C@@H:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12][CH2:13][CH2:14][I:22])[CH:3]=1

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 698293454-Chloro-2-[[(1r)-4-chloro-1-phenylbutyl]oxy]benzonitrile

Produkt 1

HCID 698282664-Chloro-2-[[(1r)-4-iodo-1-phenylbutyl]oxy]benzonitrileAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of the product from step (b) (2.80 g) and sodium iodide (20 g) in acetone (100 ml) was heated under reflux for 20 h. The mixture was filtered, evaporated, dissolved in water (50 ml) and extracted with ethyl acetate (three times). The organic extracts were washed with water, dried (magnesium sulphate) and evaporated to give the title compound (3.22 g).

Aufarbeitung

  1. temperatureunder reflux for 20 h
  2. filtrationThe mixture was filtered
  3. customevaporated
  4. dissolutiondissolved in water (50 ml)
  5. extractionextracted with ethyl acetate (three times)
  6. washThe organic extracts were washed with water
  7. dry with materialdried (magnesium sulphate)
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7a27ffd422234668b1774412e87fb8de
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06743939B2

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