反应 #2886

反应方程式

4,5-dichloro-2-methyl-1-[4-(4-oxo-1-piperidyl)butyl]-1H-imidazole

MgCl2

4-methylphenylmagnesium bromide

ammonium chloride

→

4,5-dichloro-1-{4-[4-hydroxy-4-(4-methylphenyl)-1-piperidyl]butyl}-2-methyl-1H-imidazole

溶剂

tetrahydrofuran

THF

反应条件

后处理

1. 1
   workup.STIRRINGThe resulting suspension is stirred for 15 minutes at -40° C. and for 3 hours at room temperature
2. 2
   其他the tetrahydrofuran is evaporated
3. 3
   萃取The resulting aqueous phase is extracted with chloroform
4. 4
   洗涤The chloroform phase is washed with water
5. 5
   干燥dried with anhydrous sodium sulfate
6. 6
   其他evaporated to dryness
7. 7
   其他a crude product being obtained which
8. 8
   其他is purified by chromatography on silica gel

实验过程

A solution of 1.0 g (3.3 mmol) of 4,5-dichloro-2-methyl-1-[4-(4-oxo-1-piperidyl)butyl]-1H-imidazole in 10 ml of anhydrous tetrahydrofuran is added to a suspension of 1.08 g (11.4 mmol) of MgCl2 in 15 ml of anhydrous THF at -40° C. and under a nitrogen atmosphere. The mixture is stirred for 5 minutes and then, at -40° C., 6.8 ml of a 1.0M solution of 4-methylphenylmagnesium bromide are added. The resulting suspension is stirred for 15 minutes at -40° C. and for 3 hours at room temperature. An aqueous ammonium chloride solution is then added and the tetrahydrofuran is evaporated. The resulting aqueous phase is extracted with chloroform. The chloroform phase is washed with water, dried with anhydrous sodium sulfate and evaporated to dryness, a crude product being obtained which is purified by chromatography on silica gel, giving 1.02 g (2.6 mmol) of 4,5-dichloro-1-{4-[4-hydroxy-4-(4-methylphenyl)-1-piperidyl]butyl}-2-methyl-1H-imidazole.

来源