反应详情

Methyl 6-[1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-1-methyl-2-naphthoate (34.61 g) was suspended in carbon tetrachloride (0.8 L) and N-bromosuccinimide (12.28 g) and 2,2′-azobisisobutyronitrile (0.99 g) were added. The reaction mixture was heated under reflux for 21 hrs., and the solvent was evaporated. The residue was diluted with saturated aqueous sodium hydrogen carbonate and extracted twice with ethyl acetate-THF (1:1). The organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The obtained residue was purified by column chromatography (carrier;silica gel, developing solvent; ethyl acetate) to give a mixture of the title compound and the starting material (title compound:starting material=about 7:1, 23.10 g) as brown crystals.

1. temperatureThe reaction mixture was heated
2. temperatureunder reflux for 21 hrs
3. custom, and the solvent was evaporated
4. additionThe residue was diluted with saturated aqueous sodium hydrogen carbonate
5. extractionextracted twice with ethyl acetate-THF (1:1)
6. washwashed with saturated brine
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated
9. customThe obtained residue was purified by column chromatography (carrier;silica gel, developing solvent; ethyl acetate)
10. customto give