Reaktion #68837

Reaktionsgleichung

N-(1-(4-bromophenyl)ethyl)acetamide

NaI

→

N-(1-(4-iodophenyl)ethyl)acetamide

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to r.t.
2. 2
   Sonstigehalf of the solvent is removed in vacuo
3. 3
   workup.ADDITIONEtOAc and diluted aq. ammonia solution are added
4. 4
   Sonstigethe layers are separated
5. 5
   ExtraktionThe aq. layer is once more extracted with EtOAc
6. 6
   Trocknendried with Na2SO4
7. 7
   Sonstigethe solvent is removed in vacuo
8. 8
   SonstigeThe crude product is triturated with diethylether
9. 9
   Sonstigedried in vacuo

Vorschrift

To 8.70 g (35.9 mmol) N-(1-(4-bromophenyl)ethyl)acetamide (III.2) in 100 mL 1,4-dioxane are added 0.69 g (3.62 mmol) CuI, 0.97 mL (9.11 mmol) N,N″-dimethyl-ethylendiamine and 10.8 g (71.9 mmol) NaI. The reaction mixture is stirred at 120° C. for 3 d. The mixture is allowed to cool to r.t. and half of the solvent is removed in vacuo. EtOAc and diluted aq. ammonia solution are added and the layers are separated. The aq. layer is once more extracted with EtOAc. The organic layers are combined, dried with Na2SO4 and the solvent is removed in vacuo. The crude product is triturated with diethylether and dried in vacuo.

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