تفاعل #44787
ord-c4f73b96e4cc4bb3806897b156366a96
معادلة التفاعل
2-[4-[[4-(2-chloroethoxy)phenyl]methyl]phenyl]oxazole
sodium iodide
→
2-[4-[[4-(2-iodoethoxy)phenyl]methyl]phenyl]oxazole
المردود 78.5%
الكواشف
لا شيء
المذيبات
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1workup.ADDITIONwas added
- 2درجة الحرارةThe reaction was heated
- 3درجة الحرارةat reflux for 2 days
- 4تركيزThe reaction was concentrated
- 5workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
- 6غسيلwashed with water
- 7أخرىThe combined organic layers were dried
- 8تركيزconcentrated
- 9أخرىThe residue was recrystallized from methanol
الإجراء التجريبي
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).