Reaktion #1665

Reaktionsgleichung

4-benzoylbutyric acid

hydrazine

water

→

desired product

Ausbeute 39.0%

7-phenyl-1,2-diazapin-3-one

Ausbeute 39.0%

Lösungsmittel

toluene

toluene

Et2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   Temperaturthe reaction was heated
3. 3
   TemperaturThe reaction mixture was cooled
4. 4
   Waschenwashed with H2O (100 ml) and brine (100 ml)
5. 5
   ExtraktionThe ether extract
6. 6
   Trocknenwas dried over anhydrous MgSO4
7. 7
   Filtrationfiltered
8. 8
   Sonstigeto yield an orange semisolid which
9. 9
   Sonstigewas triturated with ether

Vorschrift

To a mixture of 10 g (0.052 mole) of 4-benzoylbutyric acid in 300 ml of toluene, hydrazine was added in one portion and the reaction was heated to reflux until all water had ceased to azeotrope. The reaction mixture was cooled and the toluene was stripped off in vacuo. The residue was dissolved in 200 ml Et2O and washed with H2O (100 ml) and brine (100 ml). The ether extract was dried over anhydrous MgSO4, filtered and stripped to yield an orange semisolid which was triturated with ether to yield 3.8 g (39%) of the desired product as a yellow solid.

Quelle