反応 #5302

反応方程式

sodium hydride

2-chloro-4-(3-bromophenoxy)phenol

2-chloro-5-chloromethylpyridine

→

2-chloro-5-[4-(3-bromophenoxy)-2-chlorophenoxy]methylpyridine

溶媒

N,N-dimethylformamide

N,N-dimethylformamide

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度ice-cooling
2. 2
   workup.WAITby stirrring at the same temperature for 10 hours
3. 3
   抽出extracted twice with 100 ml of ethyl acetate
4. 4
   洗浄washed with water
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   濃縮concentrated under reduced pressure

実験手順

To a solution of 0.07 g of sodium hydride (60% oil dispersion) in 10 ml of N,N-dimethylformamide, there is added dropwise a solution of 0.50 g of 2-chloro-4-(3-bromophenoxy)phenol in 3 ml of N,N-dimethylformamide with stirring and ice-cooling. After 30 minutes, a solution of 0.27 g of 2-chloro-5-chloromethylpyridine in 5 ml of N,N-dimethylformamide is added thereto at room tempearture, followed by stirrring at the same temperature for 10 hours. The reaction mixture is poured into ice-water and extracted twice with 100 ml of ethyl acetate. The extracts are combined together, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue is subjected to silica gel chromatography to give 2-chloro-5-[4-(3-bromophenoxy)-2-chlorophenoxy]methylpyridine.

出典