Reaktion #44761

Reaktionsgleichung

1-(2-chloroethoxy)-4-(benzyl)benzene

sodium iodide

water

→

1-(2-iodoethoxy)-4-(benzyl)benzene

Ausbeute 72.9%

Lösungsmittel

2-butanone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 16 hours
2. 2
   TemperaturAfter cooling
3. 3
   ExtraktionThe mixture was extracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with brine
5. 5
   Trocknendried over sodium sulfate
6. 6
   Einengenconcentrated under reduced pressure

Vorschrift

A solution of 1-(2-chloroethoxy)-4-(benzyl)benzene (734 mg, 2.97 mmol) and sodium iodide (1.78 g, 11.9 mmol) in 2-butanone (30 mL) was heated at reflux for 16 hours. After cooling, water was added. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. Flash chromatography gave 732 mg of 1-(2-iodoethoxy)-4-(benzyl)benzene, 1H NMR (300 MHz, CDCl3) δ 7.29 (dd, 2H), 7.19 (dd, 1H), 7.18 (d, 2H), 7.11 (d, 2H), 6.84 (d, 2H), 4.23 (t, 2H), 3.94 (s, 2H), 3.41 (t, 2H) ppm.

Quelle