反应详情

To a solution of (1R)-2-(1-benzothiophen-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)-1-ethanamine (1 g, 2.5 mmol) in n-butanol (20 ml) was added 5-nonanone (2.2 ml, 13 mmol) and the mixture refluxed overnight. The solvent was removed under reduced pressure. To the residue was added water (15 ml) followed by a 10% NaHCO3 solution until neutral pH and extracted with ethyl acetate (3×20 ml). The combined organic extracts were washed with water (2×10 ml), dried over MgSO4, filtered. The solvent was evaporated under reduced pressure to afford an oil which was purified by column chromatography on silica gel using ethyl acetate/heptane 1:1 as eluent. After removing the solvent, diisopropyl ether was added to the residue. The resulting white precipitate was filtered off and washed with diisopropyl ether to afford 0.1 g of the title product. Melting point: 198-200° C.

1. temperaturethe mixture refluxed overnight
2. customThe solvent was removed under reduced pressure
3. additionTo the residue was added water (15 ml)
4. extractionextracted with ethyl acetate (3×20 ml)
5. washThe combined organic extracts were washed with water (2×10 ml)
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customThe solvent was evaporated under reduced pressure
9. customto afford an oil which
10. customwas purified by column chromatography on silica gel
11. customAfter removing the solvent, diisopropyl ether
12. additionwas added to the residue
13. filtrationThe resulting white precipitate was filtered off
14. washwashed with diisopropyl ether