Реакция #5300

Уравнение реакции

sodium hydride

2-chloro-4-phenoxyphenol

2-chloro-5-chloromethylpyridine

→

2-chloro-5-(2-chloro-4-phenoxyphenoxy)methylpyridine

Выход 70.8%

Растворители

N,N-dimethylformamide

N,N-dimethylformamide

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   Температураice-cooling
2. 2
   Другоеat room temperature
3. 3
   workup.STIRRINGby stirring at the same temperature for 10 hours
4. 4
   Экстракцияextracted twice with 100 ml of ethyl acetate
5. 5
   Промывкаwashed with water
6. 6
   Сушкаdried over anhydrous magnesium sulfate
7. 7
   Концентрированиеconcentrated under reduced pressure

Методика

To a solution of 0.09 g of sodium hydride (60% oil dispersion) in 10 ml of N,N-dimethylformamide, there was added dropwise a solution of 0.45 g of 2-chloro-4-phenoxyphenol in 3 ml of N,N-dimethylformamide with stirring and ice-cooling. After 30 minutes, a solution of 0.34 g of 2-chloro-5-chloromethylpyridine in 5 ml of N,N-dimethylformamide was added thereto at room temperature, followed by stirring at the same temperature for 10 hours. The reaction mixture was poured into ice-water and extracted twice with 100 ml of ethyl acetate. The extracts were combined together, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give 0.50 g of 2-chloro-5-(2-chloro-4-phenoxyphenoxy)methylpyridine. Yield, 71%. nD22 : 1.6173

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