Reacción #2269

Ecuación de reacción

4-benzoylbutyric acid

hydrazine

water

→

desired product

Rendimiento 39.0%

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

Rendimiento 39.0%

Disolventes

toluene

toluene

Et2O

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added in one portion
2. 2
   Temperaturathe reaction was heated
3. 3
   TemperaturaThe reaction mixture was cooled
4. 4
   Lavadowashed with H2O (100 ml) and brine (100 ml)
5. 5
   ExtracciónThe ether extract
6. 6
   Secadowas dried over anhydrous MgSO4
7. 7
   Filtraciónfiltered
8. 8
   Otroto yield an orange semisolid which
9. 9
   Otrowas triturated with ether

Procedimiento

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.

Fuente