Реакция #44761

Уравнение реакции

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

sodium iodide

water

→

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

Выход 72.9%

Растворители

2-butanone

Условия реакции

Обработка

1. 1
   Температураat reflux for 16 hours
2. 2
   ТемператураAfter cooling
3. 3
   ЭкстракцияThe mixture was extracted with ethyl acetate
4. 4
   ПромывкаThe organic layer was washed with brine
5. 5
   Сушкаdried over sodium sulfate
6. 6
   Концентрированиеconcentrated under reduced pressure

Методика

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.

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