반응 #5300

반응 방정식

sodium hydride

2-chloro-4-phenoxyphenol

2-chloro-5-chloromethylpyridine

→

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

수율 70.8%

용매

N,N-dimethylformamide

N,N-dimethylformamide

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도ice-cooling
2. 2
   기타at room temperature
3. 3
   workup.STIRRINGby stirring at the same temperature for 10 hours
4. 4
   추출extracted twice with 100 ml of ethyl acetate
5. 5
   세척washed with water
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   농축concentrated under reduced pressure

실험 절차

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

출처