反应详情

Stir a mixture of 2-bromo-1-[4-(1H-imidazol-1-yl)-phenyl]ethanone hydrobromide (15.45 g, 44.6 mmol) and sodium cyanoborohydride (5.61 g, 89.3 mmol) in methanol (250 mL). Add a crystal of methyl orange and adjust the pH to 3.0 with 1.35M hydrochloric acid in methanol. Maintain the pH at 3.0 for about 2 hr. Treat the resulting solution with decolorizing carbon and filter through celite. Concentrate the filtrate and add water (200 mL) and methylene chloride (100 mL) to the residue. Adjust the pH to 7.5 with 2N NaOH solution. Separate the layers and extract the aqueous layer with methylene chloride (100 mL) and combine, dry over Na2SO4, filter and concentrate in vacuo. Add ethyl acetate to the residue to afford crystals of the title compound.

1. temperatureMaintain the pH at 3.0 for about 2 hr
2. additionTreat the resulting solution with decolorizing carbon
3. filtrationfilter through celite
4. concentrationConcentrate the filtrate
5. additionadd water (200 mL) and methylene chloride (100 mL) to the residue
6. customSeparate the layers
7. extractionextract the aqueous layer with methylene chloride (100 mL)
8. dry with materialdry over Na2SO4
9. filtrationfilter
10. concentrationconcentrate in vacuo