Sodium Iodide → 1-iodo-7-(bicyclo[3.2.1]oct-2-yl)-1-E-hepten-3-one

HRID 1764163Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1764163
Cl/[CH:2]=[CH:3]/[C:4](=[O:17])[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]1[CH2:15][CH2:14][CH:13]2[CH2:16][CH:10]1[CH2:11][CH2:12]2.[I-:18].[Na+]>CC(C)=O>[I:18]/[CH:2]=[CH:3]/[C:4](=[O:17])[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]1[CH2:15][CH2:14][CH:13]2[CH2:16][CH:10]1[CH2:11][CH2:12]2

Komponenten

4

Edukt 2

HCID 5238Sodium IodideHCID 21325429HCID 21325429, Verbindung

Produkt 1

HCID 213254401-iodo-7-(bicyclo[3.2.1]oct-2-yl)-1-E-hepten-3-oneAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of 3.2 g (13 mmol) of 1-chloro-7-(bicyclo[3.2.1]oct-2-yl)-1E-hepten-3-one and 7.5 g (50 mmol) of sodium iodide in 25 ml of dry acetone (distilled from potassium carbonate) was refluxed for 18 hr under nitrogen. The solvent was removed in vacuo, and the residue was taken up in 50 ml of water and then extracted three times with 30 ml portions of ether. The combined ether extracts were washed with aqueous sodium thiosulfate, dried (MgSO4) and evaporated in vacuo to yield 3.8 g (88%) of 1-iodo-7-(bicyclo[3.2.1]oct-2-yl)-1E-hepten-3-one.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. extractionextracted three times with 30 ml portions of ether
  3. washThe combined ether extracts were washed with aqueous sodium thiosulfate
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f59fea0f748643e1975c7a845a1bf08c
Quelldatensatz
uspto-grants-1978_09
Patentnummer
US04115438

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