Reacción #44761

Ecuación de reacción

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

sodium iodide

water

→

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

Rendimiento 72.9%

Disolventes

2-butanone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 16 hours
2. 2
   TemperaturaAfter cooling
3. 3
   ExtracciónThe mixture was extracted with ethyl acetate
4. 4
   LavadoThe organic layer was washed with brine
5. 5
   Secadodried over sodium sulfate
6. 6
   Concentraciónconcentrated under reduced pressure

Procedimiento

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.

Fuente