反应详情

Toluene-4-sulfonic acid 4-(2-chloro-4-nitroimidazol-1-yl)-2-hydroxybutyl ester (1.12 g) was suspended in an ethanol (14 ml). An ethanol solution (1.13 ml) of 20% sodium ethoxide was added to the suspension, and the mixture was stirred at room temperature for 30 minutes. 4-{4-[2-(4-Trifluoromethylphenyl)ethyl]piperazin-1-yl}phenol (0.72 g) and tripotassium phosphate (0.61 g) were added to the reaction mixture and heated for 4 hours under reflux. After the reaction mixture was cooled to room temperature, water was added thereto, followed by extraction with methylene chloride. The organic layer was washed with water, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:0→hexane:ethyl acetate=0:1) and recrystallized from methanol to afford the title compound as a pale yellow powder (0.72 g).

1. temperatureheated for 4 hours
2. temperatureunder reflux
3. temperatureAfter the reaction mixture was cooled to room temperature
4. extractionfollowed by extraction with methylene chloride
5. washThe organic layer was washed with water
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:0→hexane:ethyl acetate=0:1)
9. customrecrystallized from methanol