反应详情

A mixture of 1.7 g of 2-(4-methylphenyl)-3-oxo-butyronitrile, 20 ml of ethanol and 1.5 g of 2,2-diethoxyethylhydrazine was heated under reflux for 7 hours. At the end of this time, 30 ml of 4N hydrogen chloride in dioxane were added, and then the whole mixture was heated under reflux for a further 30 minutes. After the mixture had been cooled, diethyl ether was added to precipitate crystals. These were collected by filtration and partitioned between ethyl acetate and dilute aqueous ammonia. The organic phase was separated, washed with water and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, to leave a residue, which was recrystallized from a mixture of ethyl acetate and hexane, to give 1.5 g of the title compound. The physical and chemical properties of this compound were the same as those of the compound prepared as described in Example 36.

1. temperaturewas heated
2. temperatureunder reflux for 7 hours
3. temperaturethe whole mixture was heated
4. temperatureunder reflux for a further 30 minutes
5. temperatureAfter the mixture had been cooled
6. customto precipitate crystals
7. filtrationThese were collected by filtration
8. custompartitioned between ethyl acetate and dilute aqueous ammonia
9. customThe organic phase was separated
10. washwashed with water
11. dry with materialdried over anhydrous magnesium sulfate
12. customThe solvent was then removed by distillation under reduced pressure
13. customto leave a residue, which
14. customwas recrystallized from a mixture of ethyl acetate and hexane