4-(4-HYDROXYPIPERIDIN-1-YL)BENZALDEHYDE Chemical Properties

Melting point:

115-116 °C(Solv: isopropanol (67-63-0))

Boiling point:

401.5±40.0 °C(Predicted)

Density 

1.204±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

14.73±0.20(Predicted)

Appearance

Brown to orange Solid

4-(4-HYDROXYPIPERIDIN-1-YL)BENZALDEHYDE Usage And Synthesis

Synthesis

4-Hydroxypiperidine (6.24 g, 0.06 mol), p-fluorobenzaldehyde (5 g, 0.04 mol) and potassium carbonate (K2CO3, 8.44 g, 0.06 mol) were dissolved in N,N-dimethylformamide (DMF, 150 mL), and the reaction was stirred at 70 °C for 37 h under nitrogen protection. Upon completion of the reaction, potassium carbonate was removed by filtration followed by distillation under reduced pressure to remove DMF. The resulting crude product was dried under vacuum at 80 °C for 12 h. Finally, it was purified by column chromatography to afford the target compound 4-(4-hydroxypiperidin-1-yl)benzaldehyde in 61% yield.

References

[1] Synthesis, 1981, # 8, p. 606 - 608
[2] CrystEngComm, 2016, vol. 18, # 31, p. 5832 - 5841
[3] Patent: KR101797358, 2017, B1. Location in patent: Paragraph 0086; 0087
[4] Patent: WO2013/100631, 2013, A1. Location in patent: Page/Page column 18
[5] Journal of the American Chemical Society, 1994, vol. 116, # 23, p. 10498 - 10506

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