反応 #2886

反応方程式

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

溶媒

tetrahydrofuran

THF

反応条件

後処理

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

実験手順

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.

出典