Reaction #72925

Reaction equation

N′-(1-acetylpiperidin-4-ylidene)benzohydrazide

diethylether

→

title compound

Yield 92.0%

N′-(1-acetylpiperidin-4-yl)benzohydrazide

Yield 92.0%

Solvents

acetic acid

Conditions

Workup

1. 1
   FiltrationThe catalyst was then filtered on celite
2. 2
   Otherthe filtrate evaporated in vacuo
3. 3
   workup.DISSOLUTIONThe residue was redissolved with dichloromethane
4. 4
   Washwashed with aqueous NaHCO3
5. 5
   DryingThe solvent was dried over sodium sulfate
6. 6
   Otherremoved under reduced pressure
7. 7
   Otherto give

Procedure

30 g (0.12 mol) of N′-(1-acetylpiperidin-4-ylidene)benzohydrazide were dissolved in 500 mL of glacial acetic acid and 1 g of PtO2 were added. The mixture was hydrogenated at 40 psi for 12 hours at room temperature. The catalyst was then filtered on celite and the filtrate evaporated in vacuo. The residue was redissolved with dichloromethane and washed with aqueous NaHCO3. The solvent was dried over sodium sulfate and removed under reduced pressure to give, after trituration with diethylether, 28.6 g (92% yield) of the title compound.

Source