反应详情

In 5 ml of tetrahydrofuran was dissolved 464 mg (1 mmol) of the ketone (139), followed by addition dropwise of 134 mg (1.1 mmol) of methylmagnesium bromide (tetrahydrofuran;2 ml) under ice-cooling and stirring, and the mixture was stirred at room temperature for 30 minutes. To the reaction mixture was added an aqueous solution of ammonium chloride, the mixture was distilled off under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with water, dried and the solvent was distilled off. The residue was purified by silica gel column chromatography (ethyl acetate:methylene chloride=1:1) to provide 350 mg (yield 73%) of 2-benzyloxymethyl-5-(3,5-dichlorophenylthio)-1-(2-hydroxy-2-methylpropyl)-4-isopropyl-1H-imidazole (140b) as oil.

1. temperaturecooling
2. stirringthe mixture was stirred at room temperature for 30 minutes
3. distillationthe mixture was distilled off under reduced pressure
4. extractionthe residue was extracted with ethyl acetate
5. washThe extract was washed with water
6. customdried
7. distillationthe solvent was distilled off
8. customThe residue was purified by silica gel column chromatography (ethyl acetate:methylene chloride=1:1)