反应详情

温度

80 °C

To a solution of 4-(2-bromo-phenyl)-1-trityl-1H-imidazole (73.0 g, 163.3 mmol) in dimethylformamide (500 ml) was added copper (I) cyanide (17.5 g, 195.9 mmol). The reaction was heated to ˜80° C. under nitrogen for 14 h. After cooling to about 50° C., the reaction was diluted with toluene (ca. 300 ml) and slowly poured onto ammonium hydroxide (3N, 1.5 L) while stirring vigorously. The mixture was stirred for 40 min and then filtered in vacuo over a bed of celite (slow filtration, required ˜2 h). The phases were separated and the organic layer was washed with brine (75 ml×3) and dried (sodium sulfate). Concentration of the solvent afforded a light brown solid. The crude product contains ˜10–15% of trityl alcohol (by HPLC) and was used without further purification in the subsequent step.

1. temperatureAfter cooling to about 50° C.
2. additionslowly poured onto ammonium hydroxide (3N, 1.5 L)
3. stirringThe mixture was stirred for 40 min
4. filtrationfiltered in vacuo over a bed of celite (
5. filtrationslow filtration
6. custom˜2 h
7. customThe phases were separated
8. washthe organic layer was washed with brine (75 ml×3)
9. dry with materialdried (sodium sulfate)
10. customConcentration of the solvent afforded a light brown solid
11. customwas used without further purification in the subsequent step