反应详情

Into a flask were charged 1.2 g (4.76 mmol) of (+)-3-fluoro 4-(2-methyloctanoyl) phenol, 1.51 g (5.94 mmol) of 3-fluoro-4-heptyloxy benzoic acid, 76.7 mg (0.63 mmol) of N,N-dimethylamino pyridine and 30 ml of dried methylene chloride, which were slightly heated with stirring to form a homogeneous solution. Then, the solution was added with 1.40 g (6.79 mmol) of dicyclohexyl carbodiimide and stirred over a night. The precipitated white crystal was filtered off, and the resulting filtrate was washed with 2 normal hydrochloric acid, an aqueous solution of 5% sodium hydrogen carbonate and water in this order and dried on magnesium sulfate. After magnesium sulfate was filtered off, the filtrate was concentrated and dried under a reduced pressure to obtain an oil. This oil was purified through a column chromatography and recrystallized with ethanol to obtain 1.02 g (2.69 mmol, yield: 44%) of a white crystal of the objective compound having the aforementioned physical and chemical properties.

1. temperaturewere slightly heated
2. customto form a homogeneous solution
3. stirringstirred over a night
4. filtrationThe precipitated white crystal was filtered off
5. washthe resulting filtrate was washed with 2 normal hydrochloric acid
6. dry with materialan aqueous solution of 5% sodium hydrogen carbonate and water in this order and dried on magnesium sulfate
7. filtrationAfter magnesium sulfate was filtered off
8. concentrationthe filtrate was concentrated
9. customdried under a reduced pressure
10. customto obtain an oil
11. customThis oil was purified through a column chromatography
12. customrecrystallized with ethanol