Sodium Iodide → 2-[1-(2,5-Dichlorophenoxy)-4-iodobutyl]thiophene

HRID 352110Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 352110
Cl[CH2:2][CH2:3][CH2:4][CH:5]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)[O:6][C:7]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:8]=1[Cl:14].[I-:20].[Na+]>CC(C)=O>[Cl:14][C:8]1[CH:9]=[CH:10][C:11]([Cl:13])=[CH:12][C:7]=1[O:6][CH:5]([C:15]1[S:16][CH:17]=[CH:18][CH:19]=1)[CH2:4][CH2:3][CH2:2][I:20]

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 227151352-[4-Chloro-1-(2,5-dichlorophenoxy)butyl]thiophene

Produkt 1

HCID 227151002-[1-(2,5-Dichlorophenoxy)-4-iodobutyl]thiopheneAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

2-[4-Chloro-1-(2,5-dichlorophenoxy)butyl]thiophene (2.4 g, 7.1 mmol) was dissolved in a saturated solution of sodium iodide in acetone (200 ml) and the reaction refluxed for 20 hours. The reaction mixture was cooled and the solid filtered off. The filtrate was evaporated in vacuo and the residue taken up in water (50 ml). The mixture was extracted with diethyl ether (3×70 ml) and the combined organic portions were washed with water (3×30 ml), dried (magnesium sulphate), filtered and evaporated in vacuo to give the title compound as a pale straw coloured oil (2.91 g, 95%).

Aufarbeitung

  1. temperaturethe reaction refluxed for 20 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe solid filtered off
  4. customThe filtrate was evaporated in vacuo
  5. extractionThe mixture was extracted with diethyl ether (3×70 ml)
  6. washthe combined organic portions were washed with water (3×30 ml)
  7. dry with materialdried (magnesium sulphate)
  8. filtrationfiltered
  9. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-69960454100b48cfb073fa3355c7f2ef
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06743939B2

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