Réaction #44787

Équation de réaction

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

sodium iodide

→

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

Rendement 78.5%

Solvants

2-butanone

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   TempératureThe reaction was heated
3. 3
   Températureat reflux for 2 days
4. 4
   ConcentrationThe reaction was concentrated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
6. 6
   Lavagewashed with water
7. 7
   AutreThe combined organic layers were dried
8. 8
   Concentrationconcentrated
9. 9
   AutreThe residue was recrystallized from methanol

Mode opératoire

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).

Source