Sodium Iodide → 8-Iodo-1-octyne

HRID 840054

Reaktionsgleichung

Reaktionsgleichung von HRID 840054
[CH2:1](OS(C1C=CC(C)=CC=1)(=O)=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]#[CH:8].[I-:20].[Na+]>CC(C)=O>[I:20][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]#[CH:8]

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 10779145Oct-7-yn-1-yl 4-methylbenzene-1-sulfonate

Produkt 1

HCID 226215568-Iodo-1-octyneAusbeute 94,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 7-octynyl-p-toluenesulfonate (18.3 g, 65.2 mmol), sodium iodide (9.77 g, 65.2 mmol) and acetone (91 ml) was allowed to react for four hours under reflux. After cooling, the precipitates were removed by filtration, and the filtrate was concentrated. The resulting residue was purified by silica gel column chromatography (eluent; hexane) to afford 14.5 g of 8-iodo-1-octyne (yield; 94.2%).

Aufarbeitung

  1. customto react for four hours
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. customthe precipitates were removed by filtration
  5. concentrationthe filtrate was concentrated
  6. customThe resulting residue was purified by silica gel column chromatography (eluent; hexane)

Quellen und Nachweise

ORD-Eintrag
ord-15557948ec354671bcc50160cab9f5a5
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06365350B1

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