Reaction #2329086

Reaction equation

benzylidene[1-(2-fluoro-4-nitrophenyl)piperidine-4-ylmethyl]amine

→

title compound

Yield 98.5%

1-(2-fluoro-4-nitrophenyl)piperidine-4-ylmethylamine

Yield 98.5%

Solvents

hydrochloric acid

Conditions

Workup

1. 1
   Temperaturethe mixture was refluxed for 6 hours
2. 2
   WashThe reaction mixture was washed with ethyl acetate
3. 3
   workup.ADDITIONadjusted to pH=12 by addition of 2N aqueous sodium hydroxide
4. 4
   Extractionextracted with chloroform
5. 5
   DryingThe organic layer was dried over anhydrous sodium sulfate
6. 6
   OtherThe solvent was evaporated under reduced pressure

Procedure

1N aqueous hydrochloric acid (20 ml) was added to benzylidene[1-(2-fluoro-4-nitrophenyl)piperidine-4-ylmethyl]amine (compound of Reference Example 21; 1.15 g, 3.36 mmol), and the mixture was refluxed for 6 hours. The reaction mixture was washed with ethyl acetate and adjusted to pH=12 by addition of 2N aqueous sodium hydroxide. The water layer was saturated with sodium chloride and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (0.838 g, 98%) as a yellow solid.

Source