反应详情

In 30 ml of dry tetrahydrofuran was dissolved 3.31 g (8.94 mmol)of 2-benzyloxymethyl-5-iodo-4-isopropyl-1-methylimidazole (4c), followed by addition of 5.78 ml (9.83 mmol)of n-butyllithium (1.70 M hexane solution)at -70° C. over 30 minutes. Then, after 5 minutes, a solution of 1.56 g (8.91 g)of 3,5-dichlorobenzaldehyde dissolved in 10 ml of dry tetrahydrofuran was added at -70° C. over 30 minutes. After 1 hour, the mixture was left to cool to room temperature, and an aqueous solution of ammonium chloride was added thereto, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel chromatography (ethyl acetate/methylene chloride 10:1)to give 1.25 g of [2-benzyloxymethyl-5-isopropyl-3-methyl-3H-imidazol-4-yl]-(3,5-dichlorophenyl)-methanol (56) (yield 33.3%).

1. additionwas added at -70° C. over 30 minutes
2. waitAfter 1 hour
3. waitthe mixture was left
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with saturated brine
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationfiltered
8. concentrationthe filtrate was concentrated under reduced pressure
9. customThe crude product was purified by silica gel chromatography (ethyl acetate/methylene chloride 10:1)to