反应详情

To a flask were added 1.0 g 4-methyl-1H-benzimidazole, 1.6 g potassium carbonate, 25 ml N,N-dimethylformamide and the mixture was stirred under nitrogen. 1.4 g Benzyl chloride were added and the mixture was heated to 60 C for 16 hours. Another 0.4 g of benzyl chloride were added and the reaction was heated to 70 C for 24 hours. The reaction was cooled to 50 C and quenched with 50 ml water and extracted with ethyl acetate. After washing with water, the solvent was removed and the product was purified by column chromatography using a gradient from 40% ethyl acetate in hexane to 75% ethyl acetate in hexane. Following removal of the solvent, the partially crystallized product was dissolved in 20 ml acetonitrile and treated with 0.1 g activated carbon. After refluxing for 20 minutes, the mixture was filtered through celite and the solvent was removed leaving a yellow oil which crystallized on standing, 1.0 g.

1. temperaturethe mixture was heated to 60 C for 16 hours
2. temperaturethe reaction was heated to 70 C for 24 hours
3. temperatureThe reaction was cooled to 50 C
4. customquenched with 50 ml water
5. extractionextracted with ethyl acetate
6. washAfter washing with water
7. customthe solvent was removed
8. customthe product was purified by column chromatography
9. customremoval of the solvent
10. dissolutionthe partially crystallized product was dissolved in 20 ml acetonitrile
11. additiontreated with 0.1 g
12. temperatureAfter refluxing for 20 minutes
13. filtrationthe mixture was filtered through celite
14. customthe solvent was removed
15. customleaving a yellow oil which
16. customcrystallized