Sodium Iodide → 8-Iodo-1-octyne

HRID 1386649

Reaktionsgleichung

Reaktionsgleichung von HRID 1386649
[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-31fa64294bc44b35b52744d807888dcc
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06265569B1

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