Reaction #452481

Reaction equation

1-Formyl-4-(2-quinolylmethyl)piperazine

sulfuric acid

→

title compound

Yield 97.6%

1-(2-quinolylmethyl)piperazine

Yield 97.6%

Solvents

ethanol

Conditions

Workup

1. 1
   TemperatureAfter the resulting mixture was heated
2. 2
   Temperatureunder reflux
3. 3
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
4. 4
   workup.DISSOLUTIONThe thus-obtained residue was dissolved in water
5. 5
   WashAfter the resulting solution was washed twice with chloroform
6. 6
   Extractionfollowed by extraction with chloroform
7. 7
   WashThe extract was washed with water
8. 8
   Dryingdried over anhydrous magnesium sulfate
9. 9
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Procedure

1-Formyl-4-(2-quinolylmethyl)piperazine (86.00 g, 332 mmol) was dissolved in ethanol (800 ml), followed by the addition of concentrated sulfuric acid (49.04 g, 500 mmol). After the resulting mixture was heated under reflux and stirring for 4 days, the solvent was distilled off under reduced pressure. The thus-obtained residue was dissolved in water. After the resulting solution was washed twice with chloroform, the solution was rendered basic with a 10N aqueous solution of sodium hydroxide, followed by extraction with chloroform. The extract was washed with water and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, whereby 73.65 g of the title compound were obtained as a pale amber oil (yield: 97.6%).

Source