反应详情

60% NaH in oil (9.65 g) is added portionwise to a solution of diethyl acetamidomalonate (58.5 g) in dimethylformamide (240 ml) at such a rate to keep the temperature below 10° C. The resulting mixture is stirred for 90 min., the temperature being allowed to increase to room temperature. To this mixture is added dropwise within 15 min. a solution of 2-(4-octylphenyl)ethyl bromide (19) (40 g) in dimethylformamide (40 ml). The reaction mixture is heated to ca. 80° C. within ca. 25 min. and further stirred for ca. 3–5 hrs. After cooling to room temperature, water (280 ml) is added and the resulting mixture is further stirred until a beige precipitate is formed. The mixture is adjusted to pH 7 with 10% H2SO4. After cooling to ca. 2° C., the residue is filtered, washed with 200 ml water and then recrystallized in heptane to yield compound (8) as colorless crystals. The resulting compound (8) exhibits the same physico-chemical characteristics as indicated in Example 7.

1. customthe temperature below 10° C
2. temperatureThe reaction mixture is heated to ca. 80° C. within ca. 25 min.
3. stirringfurther stirred for ca. 3–5 hrs
4. temperatureAfter cooling to room temperature
5. stirringthe resulting mixture is further stirred until a beige precipitate
6. customis formed
7. temperatureAfter cooling to ca. 2° C.
8. filtrationthe residue is filtered
9. washwashed with 200 ml water
10. customrecrystallized in heptane