1-BENZYLPIPERIDINE-4-CARBOXYLIC ACID Chemical Properties

Melting point:

169.0-170.5 °C

Boiling point:

358.6±35.0 °C(Predicted)

Density 

1.165

storage temp. 

2-8°C

form 

powder to crystal

pka

4.02±0.20(Predicted)

color 

White to Almost white

CAS DataBase Reference

10315-07-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

Hazard Note 

Irritant

HS Code 

2933399990

1-BENZYLPIPERIDINE-4-CARBOXYLIC ACID Usage And Synthesis

Synthesis

(b) Synthesis of 1-benzyl-4-piperidinecarboxylic acid: 4N aqueous sodium hydroxide solution (35 mL) was added to a solution of ethyl 1-benzyl-4-piperidinecarboxylate (16.1 g, 65.1 mmol) in tetrahydrofuran (70 mL). The reaction mixture was stirred at room temperature and 1,4-dioxane (70 mL) was added and stirring was continued overnight. Upon completion of the reaction, the pH of the reaction solution was adjusted to 7 with 2 N hydrochloric acid. subsequently, the solvent was removed by distillation under reduced pressure. The obtained residue was suspended in ethanol and the solid was collected by filtration. Finally, the filtrate was concentrated under reduced pressure to afford 1-benzyl-4-piperidine carboxylic acid (13.6 g, 95% yield).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 17, p. 4980 - 4983
[2] Patent: EP1500643, 2005, A1. Location in patent: Page 18
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 20, p. 6491 - 6503
[4] Helvetica Chimica Acta, 1997, vol. 80, # 5, p. 1528 - 1551
[5] Patent: US6020368, 2000, A

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