Reaktion #635806

Reaktionsgleichung

2-methylpyrrolidine

1-(3-chloropropoxy)-4-iodobenzene

potassium carbonate

→

yellow oil

Ausbeute 90.4%

1-[3-(4-iodophenoxy)propyl]-2-methylpyrrolidine

Ausbeute 90.4%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture is heated
2. 2
   Temperaturat reflux overnight
3. 3
   SonstigeThe solvent is then removed in vacuo
4. 4
   workup.DISSOLUTIONthe residue is dissolved in ethyl acetate
5. 5
   WaschenThe organic layer is washed twice with a saturated solution of aqueous sodium hydrogenocarbonate
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Einengenconcentrated in vacuo

Vorschrift

2-methylpyrrolidine a4 (2 g, 23 mmol, 2 eq) is added into a suspension of 1-(3-chloropropoxy)-4-iodobenzene a3 (3.48 g, 11.7 mmol, 1 eq), potassium carbonate (3.24 g, 23 mmol, 2 eq) and sodium iodide (0.035 g, 0.23 mmol, 0.02 eq) in acetonitrile (120 ml), and the mixture is heated at reflux overnight. The solvent is then removed in vacuo, and the residue is dissolved in ethyl acetate. The organic layer is washed twice with a saturated solution of aqueous sodium hydrogenocarbonate, dried over magnesium sulfate, and concentrated in vacuo to give 3.65 g of a yellow oil. This oil is purified by chromatography over silicagel (dichloromethane/methanol/ammonia:98/2/0.2) to afford 2.57 g of 1-[3-(4-iodophenoxy)propyl]-2-methylpyrrolidine a5 as a yellow oil.

Quelle