反应详情

To a stirred solution of 30 ml of sodium bis(2-methoxyethoxy)aluminum hydride (70% benzene solution) is added dropwise a solution of 6.6 g of 1-phenyl-1,2-cyclopropanedicarboxamide (U.S. Pat. No. 3,166,571-Ex. 8) in 400 ml of benzene, during one hour at room temperature under nitrogen. The reaction mixture is then heated at reflux under nitrogen for 90 minutes. The excess hydride reagent is decomposed by the cautious addition of 25 ml of 10 N sodium hydroxide. The mixture is diluted with 200 ml of water and the benzene phase is separated. The aqueous phase is extracted with chloroform and the combined organic extracts are dried over magnesium sulfate. The solution is concentrated under reduced pressure to give a brown liquid which is dissolved in ethanol and acidified with 5 ml of 2.3 N ethanolic hydrogen chloride. The addition of ether precipitates a solid which is recrystallized from acetonitrile to give white crystals, mp 166°-168° C.

1. temperatureThe reaction mixture is then heated
2. temperatureat reflux under nitrogen for 90 minutes
3. customthe benzene phase is separated
4. extractionThe aqueous phase is extracted with chloroform
5. dry with materialthe combined organic extracts are dried over magnesium sulfate
6. concentrationThe solution is concentrated under reduced pressure
7. customto give a brown liquid which
8. customprecipitates a solid which
9. customis recrystallized from acetonitrile
10. customto give white crystals, mp 166°-168° C.