Sodium Iodide → 1-Iodooct-1-en-3-one

HRID 261382Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 261382
Cl[CH:2]=[CH:3][C:4](=[O:10])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[I-:11].[Na+]>CC(C)=O>[I:11][CH:2]=[CH:3][C:4](=[O:10])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 545149151-Chloro-1-octen-3-one

Produkt 1

HCID 534008741-Iodooct-1-en-3-oneAusbeute 64,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 25 g (0.16 moles) of 1-chloro-1-octen-3-one (Example 187) and 35 g (0.23 moles) of sodium iodide in 200 ml of reagent acetone is stirred at the reflux temperature for 18 hours. The cooled mixture is filtered and the mother liquor taken to dryness. The residual oil is dissolved in benzene and the solution is washed with 5% sodium thiosulfate solution, saturated sodium chloride solution, dried and taken to dryness. The residual oil is crystallized from hexane to give 26 g of a white solid, mp 35°-37° C.; λ max 1670, 950 cm-1.

Aufarbeitung

  1. filtrationThe cooled mixture is filtered
  2. dissolutionThe residual oil is dissolved in benzene
  3. washthe solution is washed with 5% sodium thiosulfate solution, saturated sodium chloride solution
  4. customdried
  5. customThe residual oil is crystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-01c8c142a13a405ab0f953c23b1575fe
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04165331

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