Réaction #554642

Équation de réaction

N-(1-(4-bromophenyl)propan-2-yl)acetamide

NaI

→

N-(1-(4-iodophenyl)propan-2-yl)acetamide

Solvants

dioxan

Conditions de réaction

Traitement

1. 1
   Températureto cool to r.t.
2. 2
   Autrehalf of the solvent is removed in vacuo
3. 3
   workup.ADDITIONEtOAc and diluted aq. ammonia solution are added
4. 4
   Autrethe layers are separated
5. 5
   ExtractionThe aq. layer is once more extracted with EtOAc
6. 6
   Séchagedried with Na2SO4
7. 7
   Filtrationfiltered
8. 8
   Autrethe solvent is removed in vacuo
9. 9
   AutreThe crude product is triturated with diethylether
10. 10
    Autredried at 50° C. in vacuo

Mode opératoire

To 6.00 g (23.4 mmol) N-(1-(4-bromophenyl)propan-2-yl)acetamide (II.1) in 65 mL dioxan are added 0.45 g (2.34 mmol) CuI, 0.50 mL (4.70 mmol) N,N″-dimethyl-ethylendiamine and 7.02 g (46.9 mmol) NaI. The reaction mixture is stirred at 120° C. for 70 h. 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, filtered and the solvent is removed in vacuo. The crude product is triturated with diethylether and dried at 50° C. in vacuo.

Source