反应详情

Sodium nitrite (0.0095 mol) was added at −70° C. to a solution of nitric acid (10 ml) in water (10 ml). A solution of intermediate (57) (0.0095 mol) in THF (35 ml) was added dropwise carefully. The mixture was stirred at room temperature for 15 minutes, then poured out into ice water, extracted with DCM and washed with potassium carbonate 10%. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 95/5/0.1; 15–40 μm). The pure fractions were collected and the solvent was evaporated, yielding 3.8 g (61%). A sample (0.5 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 97/3/0.1; 15–40 μm). The pure fractions were collected and the solvent was evaporated, yielding 0.42 g of 4-(3-chlorophenyl)-α-(4-chlorophenyl)-2-methoxy-α-(4-methyl-4H-1,2,4-triazol-3-yl)-6-quinolinemethanol, mp. 155° C. (intermediate 58).

1. extractionextracted with DCM
2. washwashed with potassium carbonate 10%
3. customThe organic layer was separated
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customthe solvent was evaporated
7. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 95/5/0.1; 15–40 μm)
8. customThe pure fractions were collected
9. customthe solvent was evaporated
10. customyielding 3.8 g (61%)
11. customA sample (0.5 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 97/3/0.1; 15–40 μm)
12. customThe pure fractions were collected
13. customthe solvent was evaporated