반응 #2886

반응 방정식

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

용매

tetrahydrofuran

THF

반응 조건

후처리

1. 1
   workup.STIRRINGThe resulting suspension is stirred for 15 minutes at -40° C. and for 3 hours at room temperature
2. 2
   기타the tetrahydrofuran is evaporated
3. 3
   추출The resulting aqueous phase is extracted with chloroform
4. 4
   세척The chloroform phase is washed with water
5. 5
   건조dried with anhydrous sodium sulfate
6. 6
   기타evaporated to dryness
7. 7
   기타a crude product being obtained which
8. 8
   기타is purified by chromatography on silica gel

실험 절차

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.

출처