Reacción #44787

Ecuación de reacción

2-[4-[[4-(2-chloroethoxy)phenyl]methyl]phenyl]oxazole

sodium iodide

→

2-[4-[[4-(2-iodoethoxy)phenyl]methyl]phenyl]oxazole

Rendimiento 78.5%

Disolventes

2-butanone

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   TemperaturaThe reaction was heated
3. 3
   Temperaturaat reflux for 2 days
4. 4
   ConcentraciónThe reaction was concentrated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
6. 6
   Lavadowashed with water
7. 7
   OtroThe combined organic layers were dried
8. 8
   Concentraciónconcentrated
9. 9
   OtroThe residue was recrystallized from methanol

Procedimiento

A solution of 2-[4-[[4-(2-chloroethoxy)phenyl]methyl]phenyl]oxazole (1.7 g, 4.4 mmol) in 2-butanone (18 mL) was stirred as sodium iodide (7 g, 44 mmol) was added. The reaction was heated at reflux for 2 days. The reaction was concentrated. The residue was dissolved in ethyl acetate and washed with water. The combined organic layers were dried and concentrated. The residue was recrystallized from methanol to give 1.4 g of 2-[4-[[4-(2-iodoethoxy)phenyl]methyl]phenyl]oxazole, 1H NMR (400 MHz, CDCl3) δ 7.97 (d, 2H), 7.68 (s, 1H), 7.27 (d, 2H), 7.21 (s, 1H), 7.13 (d, 2H), 6.82 (d, 2H), 4.22 (t, 2H), 3.96 (s, 2H), 3.39 (t, 2H).

Fuente