Reaktion #44787

Reaktionsgleichung

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

sodium iodide

→

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

Ausbeute 78.5%

Lösungsmittel

2-butanone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   TemperaturThe reaction was heated
3. 3
   Temperaturat reflux for 2 days
4. 4
   EinengenThe reaction was concentrated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
6. 6
   Waschenwashed with water
7. 7
   SonstigeThe combined organic layers were dried
8. 8
   Einengenconcentrated
9. 9
   SonstigeThe residue was recrystallized from methanol

Vorschrift

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).

Quelle